(6S)-N-[(3S,5S,6R)-6-Methyl-5-(2-methylphenyl)-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-carboxamide

ID: ALA3944519

Chembl Id: CHEMBL3944519

PubChem CID: 68751311

Max Phase: Preclinical

Molecular Formula: C30H28F3N5O3

Molecular Weight: 563.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1[C@@H]1C[C@H](NC(=O)c2cnc3c(c2)C[C@@]2(C3)C(=O)Nc3ncccc32)C(=O)N(CC(F)(F)F)[C@@H]1C

Standard InChI:  InChI=1S/C30H28F3N5O3/c1-16-6-3-4-7-20(16)21-11-23(27(40)38(17(21)2)15-30(31,32)33)36-26(39)19-10-18-12-29(13-24(18)35-14-19)22-8-5-9-34-25(22)37-28(29)41/h3-10,14,17,21,23H,11-13,15H2,1-2H3,(H,36,39)(H,34,37,41)/t17-,21-,23+,29+/m1/s1

Standard InChI Key:  HAXMEUJKWQSGEX-SPNPFMDCSA-N

Alternative Forms

1. Parent:

   

   ALA3944519

   (6S)-N-[(3S,5S,6R)-6-Methyl-5-(2-methylphenyl)-2-oxo-1-(2,2,2-trifluoroethyl)piperidin-3-yl]-2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridine-6,3'-pyrrolo[2,3-b]pyridine]-3-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: 563.58

Molecular Weight (Monoisotopic): 563.2144

AlogP: 3.84

#Rotatable Bonds: 4

Polar Surface Area: 104.29

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.74

CX Basic pKa: 3.83

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.50

Np Likeness Score: -0.48

References

1.  (2013)  Piperidinone carboxamide azaindane CGRP receptor antagonists, 

Source

Source(1):

• Patent Bioactivity Data