(S)-N-((3S,5S)-5-(2-chloro-6-fluorophenyl)-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: ALA3931680

Chembl Id: CHEMBL3931680

PubChem CID: 87055368

Max Phase: Preclinical

Molecular Formula: C28H22ClF4N5O3

Molecular Weight: 587.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1C[C@@H](c2c(F)cccc2Cl)CN(CC(F)(F)F)C1=O)c1cnc2c(c1)C[C@@]1(C2)C(=O)Nc2ncccc21

Standard InChI:  InChI=1S/C28H22ClF4N5O3/c29-18-4-1-5-19(30)22(18)16-8-20(25(40)38(12-16)13-28(31,32)33)36-24(39)15-7-14-9-27(10-21(14)35-11-15)17-3-2-6-34-23(17)37-26(27)41/h1-7,11,16,20H,8-10,12-13H2,(H,36,39)(H,34,37,41)/t16-,20+,27+/m1/s1

Standard InChI Key:  FUGYGCWFKVNINL-VVUMAWNLSA-N

Alternative Forms

1. Parent:

   

   ALA3931680

   US9833448, Example 11

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: 587.96

Molecular Weight (Monoisotopic): 587.1347

AlogP: 3.93

#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: 3.40

CX LogD: 3.40

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.45

Np Likeness Score: -0.86

References

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

Source

Source(1):

• Patent Bioactivity Data