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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:51:35 UTC

Update Date

2021-09-26 23:13:19 UTC

HMDB ID

HMDB0257151

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Renzapride

Description

Renzapride belongs to the class of organic compounds known as aminobenzamides. These are organic compounds containing a benzamide moiety with an amine group attached to the benzene ring. Based on a literature review a significant number of articles have been published on Renzapride. This compound has been identified in human blood as reported by (PMID: 31557052 ). Renzapride is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Renzapride is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0257151
     RDKit          3D
Renzapride
 44 46  0  0  0  0  0  0  0  0999 V2000
    2.6264   -1.6615    1.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0782   -0.7287    0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126    0.3546    0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1475    0.4308    0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9466    1.4475    0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3096    1.5325    0.7485 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4031    2.3731   -0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4462    3.6637   -1.1142 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1062    2.3064   -0.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882    1.2774   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133    1.1822   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292    2.1125   -1.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.2430   -0.5935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4270    0.3037   -1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729   -0.8899   -1.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763   -1.7101   -1.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170   -0.9987   -0.9153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4965   -1.4278    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -1.1190    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.2689    1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574    0.5477   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8078    0.4305   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172   -2.4982    1.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -2.1367    1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -1.2334    2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -0.3277    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0058    0.8154    0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795    2.3436    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.0331   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614   -0.5344    0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.1910   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -0.5466   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100   -1.5537   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2143   -2.4403   -2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794   -2.3308   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -2.4813    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4488   -0.8481    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507   -2.0982    1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1356   -0.6217    2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931   -0.9561    1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1591    0.4068    2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    1.6491    0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051    0.9277   -1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5782    0.8394   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 10  3  1  0
 21 14  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

  Mrv1652309112119512D          

 22 24  0  0  0  0            999 V2000
   -1.8615    0.0919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4449    0.6753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2314    1.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8147    2.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6012    2.8524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8043    3.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2210    2.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4345    1.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8511    1.1023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0646    0.3055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0542    1.3159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291    0.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2134   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5291   -0.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2913   -1.1076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535   -0.7919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3692   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0535    0.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2913    1.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0219   -0.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5908    3.8628    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.1846    3.4358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
 15 20  1  0  0  0  0
  6 21  1  0  0  0  0
  5 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257151

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(N)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2

> <INCHI_IDENTIFIER>
InChI=1S/C16H22ClN3O2/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-14-4-6-20-5-2-3-10(14)9-20/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21)

> <INCHI_KEY>
GZSKEXSLDPEFPT-UHFFFAOYSA-N

> <FORMULA>
C16H22ClN3O2

> <MOLECULAR_WEIGHT>
323.82

> <EXACT_MASS>
323.1400547

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
34.06790778886006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-amino-N-{1-azabicyclo[3.3.1]nonan-4-yl}-5-chloro-2-methoxybenzamide

> <ALOGPS_LOGP>
2.29

> <JCHEM_LOGP>
1.1421751009999999

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
18.77216729975361

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.60775984579876

> <JCHEM_PKA_STRONGEST_BASIC>
8.799585469113946

> <JCHEM_POLAR_SURFACE_AREA>
67.59

> <JCHEM_REFRACTIVITY>
88.7384

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.91e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-amino-N-{1-azabicyclo[3.3.1]nonan-4-yl}-5-chloro-2-methoxybenzamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257151
     RDKit          3D
Renzapride
 44 46  0  0  0  0  0  0  0  0999 V2000
    2.6264   -1.6615    1.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0782   -0.7287    0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126    0.3546    0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1475    0.4308    0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9466    1.4475    0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3096    1.5325    0.7485 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4031    2.3731   -0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4462    3.6637   -1.1142 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1062    2.3064   -0.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882    1.2774   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133    1.1822   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292    2.1125   -1.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.2430   -0.5935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4270    0.3037   -1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729   -0.8899   -1.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763   -1.7101   -1.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170   -0.9987   -0.9153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4965   -1.4278    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -1.1190    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.2689    1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574    0.5477   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8078    0.4305   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172   -2.4982    1.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -2.1367    1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -1.2334    2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -0.3277    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0058    0.8154    0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795    2.3436    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.0331   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614   -0.5344    0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.1910   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -0.5466   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100   -1.5537   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2143   -2.4403   -2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794   -2.3308   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -2.4813    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4488   -0.8481    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507   -2.0982    1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1356   -0.6217    2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931   -0.9561    1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1591    0.4068    2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    1.6491    0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051    0.9277   -1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5782    0.8394   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 10  3  1  0
 21 14  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -3.475   0.172   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.564   1.261   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.165   2.748   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.254   3.837   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.856   5.325   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.368   5.723   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.279   4.634   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.678   3.147   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.589   2.058   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.987   0.570   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      -0.101   2.456   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.988   1.367   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.398  -0.055   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.988  -1.478   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       2.410  -2.068   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       3.833  -1.478   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.423  -0.055   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.833   1.367   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.410   1.957   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.907  -0.055   0.000  0.00  0.00           C+0
HETATM   21 Cl   UNK     0      -2.969   7.211   0.000  0.00  0.00          Cl+0
HETATM   22  N   UNK     0      -5.945   6.413   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   12   20                                                  
CONECT   20   19   15                                                       
CONECT   21    6                                                            
CONECT   22    5                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0257151
HETATM    1  C1  UNL     1       2.626  -1.661   1.761  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.078  -0.729   0.885  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.813   0.355   0.357  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.147   0.431   0.779  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.947   1.448   0.323  1.00  0.00           C  
HETATM    6  N1  UNL     1       6.310   1.532   0.748  1.00  0.00           N  
HETATM    7  C5  UNL     1       4.403   2.373  -0.546  1.00  0.00           C  
HETATM    8 CL1  UNL     1       5.446   3.664  -1.114  1.00  0.00          CL  
HETATM    9  C6  UNL     1       3.106   2.306  -0.961  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.288   1.277  -0.503  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.913   1.182  -0.927  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.529   2.112  -1.741  1.00  0.00           O  
HETATM   13  N2  UNL     1      -0.065   0.243  -0.594  1.00  0.00           N  
HETATM   14  C9  UNL     1      -1.427   0.304  -1.126  1.00  0.00           C  
HETATM   15  C10 UNL     1      -1.773  -0.890  -1.940  1.00  0.00           C  
HETATM   16  C11 UNL     1      -2.876  -1.710  -1.374  1.00  0.00           C  
HETATM   17  N3  UNL     1      -4.017  -0.999  -0.915  1.00  0.00           N  
HETATM   18  C12 UNL     1      -4.497  -1.428   0.381  1.00  0.00           C  
HETATM   19  C13 UNL     1      -3.567  -1.119   1.493  1.00  0.00           C  
HETATM   20  C14 UNL     1      -2.381  -0.269   1.149  1.00  0.00           C  
HETATM   21  C15 UNL     1      -2.457   0.548  -0.069  1.00  0.00           C  
HETATM   22  C16 UNL     1      -3.808   0.431  -0.795  1.00  0.00           C  
HETATM   23  H1  UNL     1       1.917  -2.498   1.901  1.00  0.00           H  
HETATM   24  H2  UNL     1       3.554  -2.137   1.331  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.954  -1.233   2.732  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.539  -0.328   1.472  1.00  0.00           H  
HETATM   27  H5  UNL     1       7.006   0.815   0.483  1.00  0.00           H  
HETATM   28  H6  UNL     1       6.579   2.344   1.337  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.680   3.033  -1.643  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.161  -0.534   0.051  1.00  0.00           H  
HETATM   31  H9  UNL     1      -1.447   1.191  -1.794  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.116  -0.547  -2.948  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.910  -1.554  -2.155  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.214  -2.440  -2.160  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.479  -2.331  -0.547  1.00  0.00           H  
HETATM   36  H14 UNL     1      -4.797  -2.481   0.402  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.449  -0.848   0.538  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.251  -2.098   1.966  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.136  -0.622   2.312  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.493  -0.956   1.141  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.159   0.407   2.029  1.00  0.00           H  
HETATM   42  H20 UNL     1      -2.396   1.649   0.184  1.00  0.00           H  
HETATM   43  H21 UNL     1      -3.705   0.928  -1.761  1.00  0.00           H  
HETATM   44  H22 UNL     1      -4.578   0.839  -0.142  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   26
CONECT    5    6    7    7
CONECT    6   27   28
CONECT    7    8    9
CONECT    9   10   10   29
CONECT   10   11
CONECT   11   12   12   13
CONECT   13   14   30
CONECT   14   15   21   31
CONECT   15   16   32   33
CONECT   16   17   34   35
CONECT   17   18   22
CONECT   18   19   36   37
CONECT   19   20   38   39
CONECT   20   21   40   41
CONECT   21   22   42
CONECT   22   43   44
END

HMDB0257151
     RDKit          3D
Renzapride
 44 46  0  0  0  0  0  0  0  0999 V2000
    2.6264   -1.6615    1.7607 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0782   -0.7287    0.8846 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126    0.3546    0.3572 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1475    0.4308    0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9466    1.4475    0.3232 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3096    1.5325    0.7485 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4031    2.3731   -0.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4462    3.6637   -1.1142 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1062    2.3064   -0.9611 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2882    1.2774   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9133    1.1822   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5292    2.1125   -1.7412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0649    0.2430   -0.5935 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4270    0.3037   -1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7729   -0.8899   -1.9396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8763   -1.7101   -1.3743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0170   -0.9987   -0.9153 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4965   -1.4278    0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5669   -1.1190    1.4926 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3815   -0.2689    1.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574    0.5477   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8078    0.4305   -0.7955 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9172   -2.4982    1.9014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5543   -2.1367    1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9542   -1.2334    2.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5390   -0.3277    1.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0058    0.8154    0.4830 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5795    2.3436    1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6802    3.0331   -1.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1614   -0.5344    0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4473    1.1910   -1.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1160   -0.5466   -2.9475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9100   -1.5537   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2143   -2.4403   -2.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794   -2.3308   -0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7969   -2.4813    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4488   -0.8481    0.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2507   -2.0982    1.9659 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1356   -0.6217    2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4931   -0.9561    1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1591    0.4068    2.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3959    1.6491    0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051    0.9277   -1.7609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5782    0.8394   -0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 10  3  1  0
 21 14  1  0
 22 17  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
  6 28  1  0
  9 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 16 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
 21 42  1  0
 22 43  1  0
 22 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Amino-N-{1-azabicyclo[3.3.1]nonan-4-yl}-5-chloro-2-methoxybenzene-1-carboximidate	HMDB
4-Amino-5-chloro-2-methoxy-N-(1-azabicyclo-(3.3.1)-non-4-yl)benzamide	HMDB

Chemical Formula

C₁₆H₂₂ClN₃O₂

Average Molecular Weight

323.82

Monoisotopic Molecular Weight

323.1400547

IUPAC Name

4-amino-N-{1-azabicyclo[3.3.1]nonan-4-yl}-5-chloro-2-methoxybenzamide

Traditional Name

4-amino-N-{1-azabicyclo[3.3.1]nonan-4-yl}-5-chloro-2-methoxybenzamide

CAS Registry Number

Not Available

SMILES

COC1=CC(N)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2

InChI Identifier

InChI=1S/C16H22ClN3O2/c1-22-15-8-13(18)12(17)7-11(15)16(21)19-14-4-6-20-5-2-3-10(14)9-20/h7-8,10,14H,2-6,9,18H2,1H3,(H,19,21)

InChI Key

GZSKEXSLDPEFPT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminobenzamides. These are organic compounds containing a benzamide moiety with an amine group attached to the benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Aminobenzamides

Alternative Parents

Substituents

Aminobenzamide
3-halobenzoic acid or derivatives
Halobenzoic acid or derivatives
Benzamide
Aminophenyl ether
Methoxyaniline
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Aniline or substituted anilines
Methoxybenzene
Alkyl aryl ether
Chlorobenzene
Halobenzene
Aryl chloride
Piperidine
Aryl halide
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Organonitrogen compound
Organooxygen compound
Amine
Organic nitrogen compound
Primary amine
Organic oxide
Hydrocarbon derivative
Organochloride
Organic oxygen compound
Organohalogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0257151)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.29	ALOGPS
logP	1.14	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	14.61	ChemAxon
pKa (Strongest Basic)	8.8	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	67.59 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	88.74 m³·mol⁻¹	ChemAxon
Polarizability	34.07 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	171.601	30932474
DeepCCS	[M-H]-	169.243	30932474
DeepCCS	[M-2H]-	202.277	30932474
DeepCCS	[M+Na]+	177.694	30932474
AllCCS	[M+H]+	174.8	32859911
AllCCS	[M+H-H2O]+	171.7	32859911
AllCCS	[M+NH4]+	177.7	32859911
AllCCS	[M+Na]+	178.5	32859911
AllCCS	[M-H]-	177.1	32859911
AllCCS	[M+Na-2H]-	177.3	32859911
AllCCS	[M+HCOO]-	177.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Renzapride	COC1=CC(N)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3282.1	Standard polar	33892256
Renzapride	COC1=CC(N)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	2796.8	Standard non polar	33892256
Renzapride	COC1=CC(N)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3057.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Renzapride,1TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	2991.3	Semi standard non polar	33892256
Renzapride,1TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	2823.0	Standard non polar	33892256
Renzapride,1TMS,isomer #1	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	4053.0	Standard polar	33892256
Renzapride,1TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	2795.2	Semi standard non polar	33892256
Renzapride,1TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	2736.5	Standard non polar	33892256
Renzapride,1TMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	4168.2	Standard polar	33892256
Renzapride,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	2894.8	Semi standard non polar	33892256
Renzapride,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	2926.6	Standard non polar	33892256
Renzapride,2TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3899.3	Standard polar	33892256
Renzapride,2TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	2869.0	Semi standard non polar	33892256
Renzapride,2TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	2764.5	Standard non polar	33892256
Renzapride,2TMS,isomer #2	COC1=CC(N[Si](C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	3800.9	Standard polar	33892256
Renzapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	2797.9	Semi standard non polar	33892256
Renzapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	2857.9	Standard non polar	33892256
Renzapride,3TMS,isomer #1	COC1=CC(N([Si](C)(C)C)[Si](C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C	3572.9	Standard polar	33892256
Renzapride,1TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3194.6	Semi standard non polar	33892256
Renzapride,1TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3071.6	Standard non polar	33892256
Renzapride,1TBDMS,isomer #1	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	4093.3	Standard polar	33892256
Renzapride,1TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	3008.8	Semi standard non polar	33892256
Renzapride,1TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	2978.8	Standard non polar	33892256
Renzapride,1TBDMS,isomer #2	COC1=CC(N)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	4194.4	Standard polar	33892256
Renzapride,2TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3344.8	Semi standard non polar	33892256
Renzapride,2TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3366.9	Standard non polar	33892256
Renzapride,2TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)NC1CCN2CCCC1C2	3910.4	Standard polar	33892256
Renzapride,2TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	3259.3	Semi standard non polar	33892256
Renzapride,2TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	3226.5	Standard non polar	33892256
Renzapride,2TBDMS,isomer #2	COC1=CC(N[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	3849.3	Standard polar	33892256
Renzapride,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	3400.3	Semi standard non polar	33892256
Renzapride,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	3479.9	Standard non polar	33892256
Renzapride,3TBDMS,isomer #1	COC1=CC(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C(Cl)C=C1C(=O)N(C1CCN2CCCC1C2)[Si](C)(C)C(C)(C)C	3709.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Renzapride GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-8892000000-200c3f1ce96fb03adbc9	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Renzapride GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2299529

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Renzapride

METLIN ID

Not Available

PubChem Compound

3035241

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Renzapride (HMDB0257151)

MOL for HMDB0257151 (Renzapride)

3D MOL for HMDB0257151 (Renzapride)

3D SDF for HMDB0257151 (Renzapride)

3D-SDF for HMDB0257151 (Renzapride)

PDB for HMDB0257151 (Renzapride)

3D PDB for HMDB0257151 (Renzapride)

SMILES for HMDB0257151 (Renzapride)

INCHI for HMDB0257151 (Renzapride)

Structure for HMDB0257151 (Renzapride)

3D Structure for HMDB0257151 (Renzapride)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra