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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:51 UTC

Update Date

2022-03-07 02:51:51 UTC

HMDB ID

HMDB0015077

Secondary Accession Numbers

HMDB15077

Metabolite Identification

Common Name

Cycrimine

Description

Cycrimine is only found in individuals that have used or taken this drug. It is a drug used to reduce levels of acetylcholine to return a balance with dopamine in the treatment and management of Parkinson's disease. Cycrimine binds the muscarinic acetylcholine receptor M1, effectively inhibiting acetylcholine. This decrease in acetylcholine restores the normal dopamine-acetylcholine balance and relieves the symptoms of Parkinson's disease.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0015077
     RDKit          3D
Cycrimine
 50 52  0  0  0  0  0  0  0  0999 V2000
   -1.4153    0.2723   -1.6280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221    0.0469   -0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -0.2639    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1379    0.8050   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4241    0.3051    0.2001 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633    1.2385    0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6189    0.3754    1.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3005   -0.2304   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223   -0.6502   -1.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8828   -0.6977   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    1.2903    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062    1.4802    1.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429    2.6619    2.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874    3.6906    1.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    3.4989    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    2.3255   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -1.1692    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4750   -2.3624   -0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852   -3.3941   -0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7804   -2.5240   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270   -1.2078   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157    0.0731   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.1747   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -0.6251    1.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554    1.2310   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9045    1.6656    0.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    1.9949    1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    1.6548   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2573    1.0075    1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1595   -0.4650    1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0364   -1.0191    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    0.5880   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -1.7178   -1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813   -0.0899   -2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -1.6762   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227   -0.4504   -1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133    0.7183    2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765    2.8154    3.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0309    4.6179    2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136    4.2905   -0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4285    2.2277   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370   -1.2760    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -2.0668   -1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201   -2.7320    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971   -4.0656   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -3.9667    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8665   -2.3544   -2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -3.0624   -0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9319   -0.3380   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1401   -1.2956    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10  5  1  0
 16 11  1  0
 21 17  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
M  END

942
  Mrv0541 02231215072D          

 21 23  0  0  1  0            999 V2000
    1.9058    0.1902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7934    0.9047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    1.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0634    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3982    1.5002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3183    2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1433    2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9683    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308   -0.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059    1.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2059    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309    1.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309    0.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4434    0.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -1.0473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0163   -1.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7308   -2.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0  0  0  0
  2 10  1  0  0  0  0
  2 12  1  0  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  9  1  0  0  0  0
  4 11  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
 11 17  2  0  0  0  0
 11 18  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 16  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0015077

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCN1CCCCC1)(C1CCCC1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H29NO/c21-19(18-11-5-6-12-18,17-9-3-1-4-10-17)13-16-20-14-7-2-8-15-20/h1,3-4,9-10,18,21H,2,5-8,11-16H2

> <INCHI_KEY>
SWRUZBWLEWHWRI-UHFFFAOYSA-N

> <FORMULA>
C19H29NO

> <MOLECULAR_WEIGHT>
287.4397

> <EXACT_MASS>
287.224914555

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
34.783554719779175

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-cyclopentyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol

> <ALOGPS_LOGP>
4.15

> <JCHEM_LOGP>
3.7881168286666655

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.840029634547864

> <JCHEM_PKA_STRONGEST_BASIC>
9.322450553606162

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
88.60420000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.09e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cycrimine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0015077
     RDKit          3D
Cycrimine
 50 52  0  0  0  0  0  0  0  0999 V2000
   -1.4153    0.2723   -1.6280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221    0.0469   -0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -0.2639    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1379    0.8050   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4241    0.3051    0.2001 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633    1.2385    0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6189    0.3754    1.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3005   -0.2304   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223   -0.6502   -1.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8828   -0.6977   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    1.2903    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062    1.4802    1.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429    2.6619    2.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874    3.6906    1.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    3.4989    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    2.3255   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -1.1692    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4750   -2.3624   -0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852   -3.3941   -0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7804   -2.5240   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270   -1.2078   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157    0.0731   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.1747   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -0.6251    1.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554    1.2310   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9045    1.6656    0.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    1.9949    1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    1.6548   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2573    1.0075    1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1595   -0.4650    1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0364   -1.0191    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    0.5880   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -1.7178   -1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813   -0.0899   -2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -1.6762   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227   -0.4504   -1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133    0.7183    2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765    2.8154    3.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0309    4.6179    2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136    4.2905   -0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4285    2.2277   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370   -1.2760    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -2.0668   -1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201   -2.7320    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971   -4.0656   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -3.9667    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8665   -2.3544   -2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -3.0624   -0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9319   -0.3380   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1401   -1.2956    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10  5  1  0
 16 11  1  0
 21 17  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 942                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       3.557   0.355   0.000  0.00  0.00           O+0
HETATM    2  N   UNK     0       8.948   1.689   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       5.097   1.895   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.097   0.355   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.852   2.800   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.343   2.800   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.327   4.265   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.867   4.265   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.637   0.355   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.407   1.689   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.097  -1.185   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.718   3.023   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.718   0.355   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.258   3.023   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.258   0.355   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.028   1.689   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.431  -1.955   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.764  -1.955   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.431  -3.495   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.764  -3.495   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.097  -4.265   0.000  0.00  0.00           C+0
CONECT    1    4                                                            
CONECT    2   10   12   13                                                  
CONECT    3    4    5    6                                                  
CONECT    4    1    3    9   11                                             
CONECT    5    3    7                                                       
CONECT    6    3    8                                                       
CONECT    7    5    8                                                       
CONECT    8    6    7                                                       
CONECT    9    4   10                                                       
CONECT   10    2    9                                                       
CONECT   11    4   17   18                                                  
CONECT   12    2   14                                                       
CONECT   13    2   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   16                                                       
CONECT   16   14   15                                                       
CONECT   17   11   19                                                       
CONECT   18   11   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   21                                                       
CONECT   21   19   20                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0015077
HETATM    1  O1  UNL     1      -1.415   0.272  -1.628  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.322   0.047  -0.273  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.105  -0.264   0.068  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.138   0.805  -0.136  1.00  0.00           C  
HETATM    5  N1  UNL     1       2.424   0.305   0.200  1.00  0.00           N  
HETATM    6  C4  UNL     1       3.463   1.238   0.497  1.00  0.00           C  
HETATM    7  C5  UNL     1       4.619   0.375   1.122  1.00  0.00           C  
HETATM    8  C6  UNL     1       5.301  -0.230  -0.054  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.322  -0.650  -1.085  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.883  -0.698  -0.754  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.795   1.290   0.418  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.706   1.480   1.766  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.143   2.662   2.349  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.687   3.691   1.576  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.780   3.499   0.208  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.339   2.325  -0.332  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.092  -1.169   0.149  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.475  -2.362  -0.579  1.00  0.00           C  
HETATM   19  C17 UNL     1      -2.585  -3.394  -0.661  1.00  0.00           C  
HETATM   20  C18 UNL     1      -3.780  -2.524  -0.944  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.527  -1.208  -0.211  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.316   0.073  -1.996  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.352  -1.175  -0.549  1.00  0.00           H  
HETATM   24  H3  UNL     1       0.189  -0.625   1.118  1.00  0.00           H  
HETATM   25  H4  UNL     1       1.155   1.231  -1.166  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.905   1.666   0.515  1.00  0.00           H  
HETATM   27  H6  UNL     1       3.211   1.995   1.273  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.884   1.655  -0.426  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.257   1.008   1.712  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.160  -0.465   1.700  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.036  -1.019   0.217  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.951   0.588  -0.511  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.625  -1.718  -1.369  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.481  -0.090  -2.046  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.603  -1.676  -0.368  1.00  0.00           H  
HETATM   36  H15 UNL     1       2.323  -0.450  -1.711  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.313   0.718   2.405  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.076   2.815   3.412  1.00  0.00           H  
HETATM   39  H18 UNL     1      -3.031   4.618   2.015  1.00  0.00           H  
HETATM   40  H19 UNL     1      -3.214   4.291  -0.407  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.429   2.228  -1.417  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.937  -1.276   1.260  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.230  -2.067  -1.616  1.00  0.00           H  
HETATM   44  H23 UNL     1      -0.620  -2.732   0.012  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.297  -4.066  -1.489  1.00  0.00           H  
HETATM   46  H25 UNL     1      -2.684  -3.967   0.270  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.866  -2.354  -2.034  1.00  0.00           H  
HETATM   48  H27 UNL     1      -4.654  -3.062  -0.526  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.932  -0.338  -0.719  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.140  -1.296   0.744  1.00  0.00           H  
CONECT    1    2   22
CONECT    2    3   11   17
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   10
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   35   36
CONECT   11   12   12   16
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   15   39
CONECT   15   16   16   40
CONECT   16   41
CONECT   17   18   21   42
CONECT   18   19   43   44
CONECT   19   20   45   46
CONECT   20   21   47   48
CONECT   21   49   50
END

HMDB0015077
     RDKit          3D
Cycrimine
 50 52  0  0  0  0  0  0  0  0999 V2000
   -1.4153    0.2723   -1.6280 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3221    0.0469   -0.2733 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1052   -0.2639    0.0678 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1379    0.8050   -0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4241    0.3051    0.2001 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4633    1.2385    0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6189    0.3754    1.1225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3005   -0.2304   -0.0542 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223   -0.6502   -1.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8828   -0.6977   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7946    1.2903    0.4179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7062    1.4802    1.7659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1429    2.6619    2.3493 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6874    3.6906    1.5755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7801    3.4989    0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    2.3255   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -1.1692    0.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4750   -2.3624   -0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5852   -3.3941   -0.6612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7804   -2.5240   -0.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5270   -1.2078   -0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3157    0.0731   -1.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.1747   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1891   -0.6251    1.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1554    1.2310   -1.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9045    1.6656    0.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2113    1.9949    1.2730 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8835    1.6548   -0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2573    1.0075    1.7119 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1595   -0.4650    1.6998 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0364   -1.0191    0.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9507    0.5880   -0.5105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -1.7178   -1.3688 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4813   -0.0899   -2.0464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6027   -1.6762   -0.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3227   -0.4504   -1.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133    0.7183    2.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0765    2.8154    3.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0309    4.6179    2.0148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2136    4.2905   -0.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4285    2.2277   -1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9370   -1.2760    1.2600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2304   -2.0668   -1.6158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6201   -2.7320    0.0123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971   -4.0656   -1.4890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6841   -3.9667    0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8665   -2.3544   -2.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6543   -3.0624   -0.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9319   -0.3380   -0.7189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1401   -1.2956    0.7437 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 10  5  1  0
 16 11  1  0
 21 17  1  0
  1 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 15 40  1  0
 16 41  1  0
 17 42  1  0
 18 43  1  0
 18 44  1  0
 19 45  1  0
 19 46  1  0
 20 47  1  0
 20 48  1  0
 21 49  1  0
 21 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+-)-Cycrimine	ChEBI
alpha-Cyclopentyl-alpha-phenyl-1-piperidinepropanol	ChEBI
Cicrimina	ChEBI
Cycriminum	ChEBI
a-Cyclopentyl-a-phenyl-1-piperidinepropanol	Generator
Α-cyclopentyl-α-phenyl-1-piperidinepropanol	Generator
Cycrimine hydrochloride	HMDB

Chemical Formula

C₁₉H₂₉NO

Average Molecular Weight

287.4397

Monoisotopic Molecular Weight

287.224914555

IUPAC Name

1-cyclopentyl-1-phenyl-3-(piperidin-1-yl)propan-1-ol

Traditional Name

cycrimine

CAS Registry Number

77-39-4

SMILES

OC(CCN1CCCCC1)(C1CCCC1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C19H29NO/c21-19(18-11-5-6-12-18,17-9-3-1-4-10-17)13-16-20-14-7-2-8-15-20/h1,3-4,9-10,18,21H,2,5-8,11-16H2

InChI Key

SWRUZBWLEWHWRI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aralkylamines. These are alkylamines in which the alkyl group is substituted at one carbon atom by an aromatic hydrocarbyl group.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Amines

Direct Parent

Aralkylamines

Alternative Parents

Substituents

Aralkylamine
Monocyclic benzene moiety
Piperidine
Benzenoid
1,3-aminoalcohol
Tertiary alcohol
Tertiary amine
Tertiary aliphatic amine
Azacycle
Organoheterocyclic compound
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organopnictogen compound
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

piperidines (CHEBI:59692 )
tertiary alcohol (CHEBI:59692 )
tertiary amino compound (CHEBI:59692 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015077)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0091 g/L	Not Available
LogP	4	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0091 g/L	ALOGPS
logP	4.15	ALOGPS
logP	3.79	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	13.84	ChemAxon
pKa (Strongest Basic)	9.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.6 m³·mol⁻¹	ChemAxon
Polarizability	34.78 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	165.885	31661259
DarkChem	[M-H]-	163.072	31661259
DeepCCS	[M+H]+	169.365	30932474
DeepCCS	[M-H]-	167.007	30932474
DeepCCS	[M-2H]-	199.893	30932474
DeepCCS	[M+Na]+	175.458	30932474
AllCCS	[M+H]+	171.8	32859911
AllCCS	[M+H-H2O]+	168.5	32859911
AllCCS	[M+NH4]+	174.8	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	175.6	32859911
AllCCS	[M+Na-2H]-	175.8	32859911
AllCCS	[M+HCOO]-	176.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cycrimine	OC(CCN1CCCCC1)(C1CCCC1)C1=CC=CC=C1	2502.4	Standard polar	33892256
Cycrimine	OC(CCN1CCCCC1)(C1CCCC1)C1=CC=CC=C1	2257.4	Standard non polar	33892256
Cycrimine	OC(CCN1CCCCC1)(C1CCCC1)C1=CC=CC=C1	2144.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cycrimine,1TMS,isomer #1	C[Si](C)(C)OC(CCN1CCCCC1)(C1=CC=CC=C1)C1CCCC1	2294.9	Semi standard non polar	33892256
Cycrimine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CCN1CCCCC1)(C1=CC=CC=C1)C1CCCC1	2527.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Cycrimine EI-B (Non-derivatized)	splash10-0002-9000000000-43de7e4a24aa5556ad34	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Cycrimine EI-B (Non-derivatized)	splash10-0002-9000000000-43de7e4a24aa5556ad34	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycrimine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ar1-9510000000-c092b5633c47762a06b7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycrimine GC-MS (1 TMS) - 70eV, Positive	splash10-0095-9271000000-5eb5d8c1f3ea4beb5299	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycrimine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cycrimine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 10V, Positive-QTOF	splash10-00dr-0090000000-6f9526fe0f5d15d4532c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 20V, Positive-QTOF	splash10-0002-9240000000-299a379cecf027b96a43	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 40V, Positive-QTOF	splash10-05n4-9210000000-8dcfbc83609e96cd4b44	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 10V, Negative-QTOF	splash10-000i-0090000000-70c4a8394979876bee68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 20V, Negative-QTOF	splash10-00li-9280000000-fd557ec32c0107d272fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 40V, Negative-QTOF	splash10-001i-9000000000-c9485c23a7ff0c78f6cf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 10V, Positive-QTOF	splash10-000i-2090000000-41ed81b26270a2b2ddb9	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 20V, Positive-QTOF	splash10-000b-9170000000-c08538a237f0719b3b55	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 40V, Positive-QTOF	splash10-0002-9130000000-1a7b3611422cd43b3164	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 10V, Negative-QTOF	splash10-000i-0090000000-8ae387832bf542033b12	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 20V, Negative-QTOF	splash10-000i-0290000000-1e884590e7d00f776caf	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cycrimine 40V, Negative-QTOF	splash10-001i-0190000000-9804f84996694e2cfc36	2021-10-11	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00942	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00942	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00942

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2808

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cycrimine

METLIN ID

Not Available

PubChem Compound

2911

PDB ID

Not Available

ChEBI ID

59692

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Vedasiromoni JR, Ganguly DK: Cycrimine on rat diaphragm. Arch Int Pharmacodyn Ther. 1976 Jan;219(1):64-9. [PubMed:1267542 ]

Enzymes

Enzyme Details

1. Muscarinic acetylcholine receptor M1

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins. Primary transducing effect is Pi turnover
Gene Name:: CHRM1
Uniprot ID:: P11229
Molecular weight:: 51420.4

References

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
Vedasiromoni JR, Ganguly DK: Cycrimine on rat diaphragm. Arch Int Pharmacodyn Ther. 1976 Jan;219(1):64-9. [PubMed:1267542 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]

Showing metabocard for Cycrimine (HMDB0015077)

MOL for HMDB0015077 (Cycrimine)

3D MOL for HMDB0015077 (Cycrimine)

3D SDF for HMDB0015077 (Cycrimine)

3D-SDF for HMDB0015077 (Cycrimine)

PDB for HMDB0015077 (Cycrimine)

3D PDB for HMDB0015077 (Cycrimine)

SMILES for HMDB0015077 (Cycrimine)

INCHI for HMDB0015077 (Cycrimine)

Structure for HMDB0015077 (Cycrimine)

3D Structure for HMDB0015077 (Cycrimine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References