[5-Methoxy-6-((3S,5R)-3,4,5-trimethyl-piperazin-1-yl)-2,3-dihydro-indol-1-yl]-[4-(6-methyl-pyridin-2-yl)-naphthalen-1-yl]-methanone

ID: ALA195497

Chembl Id: CHEMBL195497

PubChem CID: 44402877

Max Phase: Preclinical

Molecular Formula: C33H36N4O2

Molecular Weight: 520.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1N1C[C@@H](C)N(C)[C@@H](C)C1)N(C(=O)c1ccc(-c3cccc(C)n3)c3ccccc13)CC2

Standard InChI:  InChI=1S/C33H36N4O2/c1-21-9-8-12-29(34-21)27-13-14-28(26-11-7-6-10-25(26)27)33(38)37-16-15-24-17-32(39-5)31(18-30(24)37)36-19-22(2)35(4)23(3)20-36/h6-14,17-18,22-23H,15-16,19-20H2,1-5H3/t22-,23+

Standard InChI Key:  MVOJJKZIKGYDLT-ZRZAMGCNSA-N

Alternative Forms

1. Parent:

   

   ALA195497

   [5-methoxy-6-[(3S,5R)-3,4,5-trimethylpiperazin-1-yl]-2,3-dihydroindol-1-yl]-[4-(6-methylpyridin-2-yl)naphthalen-1-yl]methanone

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: 520.68

Molecular Weight (Monoisotopic): 520.2838

AlogP: 5.95

#Rotatable Bonds: 4

Polar Surface Area: 48.91

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.94

CX LogP: 5.54

CX LogD: 4.88

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.33

Np Likeness Score: -0.93

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