Responsive image

Common name


Cisapride

IUPAC name


4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide

SMILES


CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC

Compound class


Gastrointestinal Agents; Anti-Ulcer Agents; Serotonin Receptor Agonists; Prokinetic Agents; Alimentary Tract and Metabolism; Drugs for Functional Gastrointestinal Disorders; Propulsives; Cytochrome P-450 CYP1A2 Inhibitors; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP1A2 Inducers; Cytochrome P-450 CYP2C8 Inhibitors; Cytochrome P-450 CYP2C9 Inducers; Cytochrome P-450 CYP2C19 Inducers; Cytochrome P-450 CYP2C8 Inducers; Cytochrome P-450 CYP2B6 Inducers; Cytochrome P-450 CYP2B6 Inhibitors; CYP2A6 Inhibitors; CYP2A6 Inhibitors (strong); CYP2A6 Inhibitors (moderate); CYP2A6 Inducers; CYP2A6 Inducers (strong); CYP2B6 Inhibitors (strong); CYP2D6 Inducers; CYP2D6 Inducers (strong); CYP3A4 Inhibitors;

Therapeutic area


For the symptomatic treatment of adult patients with nocturnal heartburn due to gastroesophageal reflux disease.

Common name


Cisapride

IUPAC name


4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide

SMILES


CO[C@H]1CN(CCCOC2=CC=C(F)C=C2)CC[C@H]1NC(=O)C1=CC(Cl)=C(N)C=C1OC

INCHI


InChI=1S/C23H29ClFN3O4/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29)/t20-,22+/m1/s1

FORMULA


C23H29ClFN3O4

Responsive image

Common name


Cisapride

IUPAC name


4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide

Molecular weight


465.945

clogP


3.526

clogS


-5.876

HBond Acceptor


5

HBond Donor


3

Total Polar
Surface Area


86.05

Number of Rings


3

Rotatable Bond


9

Drug ID Common name Structure CAS SMILE Frequency
FDBF00003 formamide Responsive image C(=O)N 0.1240
FDBF00041 ethanol Responsive image CCO 0.1474
FDBF00378 fluorobenzene Responsive image Fc1ccccc1 0.0237
FDBF00671 1-ethylpiperidine Responsive image N1(CCCCC1)CC 0.0106
FDBF01356 4-fluorophenol Responsive image Fc1ccc(cc1)O 0.0010
FDBF01365 1-ethoxy-4-fluoro-benzene Responsive image CCOc1ccc(cc1)F 0.0003
FDBF01366 N-(1-ethyl-4-piperidyl)formamide Responsive image CCN1CCC(CC1)NC=O 0.0024
FDBF01371 (3R)-3-methoxy-1-propyl-piperidine Responsive image O(C)C1CN(CCC1)CCC 0.0003
FDBF01374 2-chloroaniline Responsive image Nc1c(cccc1)Cl 0.0021
29 , 3