(S)-N-((3S,5S)-5-(2-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: ALA3928929

Chembl Id: CHEMBL3928929

PubChem CID: 87055195

Max Phase: Preclinical

Molecular Formula: C28H23F4N5O3

Molecular Weight: 553.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N[C@H]1C[C@@H](c2ccccc2F)CN(CC(F)(F)F)C1=O)c1cnc2c(c1)C[C@@]1(C2)C(=O)Nc2ncccc21

Standard InChI:  InChI=1S/C28H23F4N5O3/c29-20-6-2-1-4-18(20)17-9-21(25(39)37(13-17)14-28(30,31)32)35-24(38)16-8-15-10-27(11-22(15)34-12-16)19-5-3-7-33-23(19)36-26(27)40/h1-8,12,17,21H,9-11,13-14H2,(H,35,38)(H,33,36,40)/t17-,21+,27+/m1/s1

Standard InChI Key:  MKGOTRHHJCVLEJ-OKTISSRRSA-N

Alternative Forms

1. Parent:

   

   ALA3928929

   US9833448, Example 6

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: 553.52

Molecular Weight (Monoisotopic): 553.1737

AlogP: 3.28

#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: 2.79

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.48

Np Likeness Score: -0.76

References

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

Source

Source(1):

• Patent Bioactivity Data