1233
  Mrv0541 02231215202D          

 20 20  0  0  0  0            999 V2000
    5.2224   -2.5534    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.9034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.3341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    2.3967    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -3.3784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    2.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    3.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -2.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -2.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 15  1  0  0  0  0
  2 20  1  0  0  0  0
  3 13  2  0  0  0  0
  4  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  5 13  1  0  0  0  0
  6 18  1  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 15 17  2  0  0  0  0
 16 19  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
M  END
> <DRUGBANK_ID>
DB01233

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Metoclopramide

> <SYNONYMS>
Metaclopramide; Metaclopromide; Methochlopramide; Methoclopramide; Metochlopramide; Metoclopramida [INN-Spanish]; Metoclopramide Hcl; Metoclopramide Hydrochloride; Metoclopramidum [INN-Latin]

> <BRANDS>
Apo-Metoclop; Cerucal; Clopra; Clopra-Yellow; Clopromate; DEL; Duraclamid; Elieten; Emetid; Emitasol; Emperal; Eucil; Gastrese; Gastro-Timelets; Gastrobid; Gastromax; Gastronerton; Gastrosil; Gastrotablinen; Gastrotem; Imperan; Maxeran; Maxolon; Meclopran; Metamide; Metoclol; Metoclopramide Intensol; Metoclopramide Omega; Metocobil; Metramid; Moriperan; Mygdalon; Neu-Sensamide; Nu-Metoclopramide; Octamide; Parmid; Paspertin; Peraprin; Plasil; Pms-Metoclopramide; Pramidin; Pramiel; Pramin; Primperan; Reclomide; Reglan; Reliveran; Terperan

> <CHEMICAL_FORMULA>
C14H22ClN3O2

> <MOLECULAR_WEIGHT>
299.796

> <EXACT_MASS>
299.14005467

> <IUPAC_NAME>
4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-methoxybenzamide

> <INCHI_IDENTIFIER>
InChI=1S/C14H22ClN3O2/c1-4-18(5-2)7-6-17-14(19)10-8-11(15)12(16)9-13(10)20-3/h8-9H,4-7,16H2,1-3H3,(H,17,19)

> <INCHI_KEY>
InChIKey=TTWJBBZEZQICBI-UHFFFAOYSA-N

> <SMILES>
CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_ACIDIC_PKA>
18.78

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
1.4

> <ALOGPS_LOGS>
-3

> <JCHEM_POLARIZABILITY>
32.7

> <JCHEM_POLAR_SURFACE_AREA>
67.59

> <JCHEM_REFRACTIVITY>
83.52

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <ALOGPS_SOLUBILITY>
3.10e-01 g/l

$$$$