5-Methoxy-6-((3S,5R)-3,4,5-trimethyl-piperazin-1-yl)-2,3-dihydro-indole-1-carboxylic acid (2,3-dichloro-phenyl)-amide

ID: ALA435936

Chembl Id: CHEMBL435936

PubChem CID: 44402871

Max Phase: Preclinical

Molecular Formula: C23H28Cl2N4O2

Molecular Weight: 463.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1N1C[C@@H](C)N(C)[C@@H](C)C1)N(C(=O)Nc1cccc(Cl)c1Cl)CC2

Standard InChI:  InChI=1S/C23H28Cl2N4O2/c1-14-12-28(13-15(2)27(14)3)20-11-19-16(10-21(20)31-4)8-9-29(19)23(30)26-18-7-5-6-17(24)22(18)25/h5-7,10-11,14-15H,8-9,12-13H2,1-4H3,(H,26,30)/t14-,15+

Standard InChI Key:  QVSCAPWRKYDFIQ-GASCZTMLSA-N

Alternative Forms

1. Parent:

   

   ALA435936

   N-(2,3-dichlorophenyl)-5-methoxy-6-[(3S,5R)-3,4,5-trimethylpiperazin-1-yl]-2,3-dihydroindole-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 463.41

Molecular Weight (Monoisotopic): 462.1589

AlogP: 5.13

#Rotatable Bonds: 3

Polar Surface Area: 48.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.72

CX Basic pKa: 7.94

CX LogP: 4.86

CX LogD: 4.21

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.69

Np Likeness Score: -1.34

References

1. Wyman PA, Marshall HR, Flynn ST, King RJ, Thompson M, Smith PW, Hadley MS, Price GW, Scott CM, Dawson LA..  (2005)  Identification of a potent and selective 5-HT1B receptor antagonist.,  15  (21): [PMID:16153839] [10.1016/j.bmcl.2005.07.085]

Source

Source(1):

• Scientific Literature