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

ID: ALA3890519

Chembl Id: CHEMBL3890519

PubChem CID: 87983515

Max Phase: Preclinical

Molecular Formula: C30H22F6N6O3

Molecular Weight: 628.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1[C@H](c2cc(F)cc(F)c2F)C[C@H](NC(=O)c2cnc3c(c2)C[C@@]2(C3)C(=O)Nc3ncc(C#N)cc32)C(=O)N1CC(F)(F)F

Standard InChI:  InChI=1S/C30H22F6N6O3/c1-13-18(19-4-17(31)5-21(32)24(19)33)6-22(27(44)42(13)12-30(34,35)36)40-26(43)16-3-15-7-29(8-23(15)38-11-16)20-2-14(9-37)10-39-25(20)41-28(29)45/h2-5,10-11,13,18,22H,6-8,12H2,1H3,(H,40,43)(H,39,41,45)/t13-,18-,22+,29+/m1/s1

Standard InChI Key:  FJQKIFRGRSGWHP-MLOGSMKWSA-N

Alternative Forms

1. Parent:

   

   ALA3890519

   (3S)-5-cyano-N-[(3S,5S,6R)-6-methyl-2-oxo-1-(2,2,2-trifluoroethyl)-5-(2,3,5-trifluorophenyl)piperidin-3-yl]-2-oxospiro[1H-pyrrolo[2,3-b]pyridine-3,6'-5,7-dihydrocyclopenta[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: 628.53

Molecular Weight (Monoisotopic): 628.1658

AlogP: 3.82

#Rotatable Bonds: 4

Polar Surface Area: 128.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.69

CX Basic pKa: 2.85

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.33

Np Likeness Score: -0.80

References

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

Source

Source(1):

• Patent Bioactivity Data