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

ID: ALA195432

Chembl Id: CHEMBL195432

PubChem CID: 44402870

Max Phase: Preclinical

Molecular Formula: C21H24Cl2N4O2

Molecular Weight: 435.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1N1CCN(C)CC1)N(C(=O)Nc1cccc(Cl)c1Cl)CC2

Standard InChI:  InChI=1S/C21H24Cl2N4O2/c1-25-8-10-26(11-9-25)18-13-17-14(12-19(18)29-2)6-7-27(17)21(28)24-16-5-3-4-15(22)20(16)23/h3-5,12-13H,6-11H2,1-2H3,(H,24,28)

Standard InChI Key:  DJTDQOVOQOPRSJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA195432

   N-(2,3-dichlorophenyl)-5-methoxy-6-(4-methylpiperazin-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: 435.36

Molecular Weight (Monoisotopic): 434.1276

AlogP: 4.35

#Rotatable Bonds: 3

Polar Surface Area: 48.05

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.72

CX Basic pKa: 7.40

CX LogP: 4.03

CX LogD: 3.73

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -1.66

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