rac-5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-N-((2S,3S)-3-(3-methyl-1,2,4-oxadiazol-5-yl)bicyclo[2.2.2]octan-2-yl)pyrimidin-4-amine

ID: ALA3401988

Chembl Id: CHEMBL3401988

PubChem CID: 118728824

Max Phase: Preclinical

Molecular Formula: C22H21F2N7O

Molecular Weight: 437.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1noc([C@H]2C3CCC(CC3)[C@@H]2Nc2nc(-c3c[nH]c4ncc(F)cc34)ncc2F)n1

Standard InChI:  InChI=1S/C22H21F2N7O/c1-10-28-22(32-31-10)17-11-2-4-12(5-3-11)18(17)29-21-16(24)9-27-20(30-21)15-8-26-19-14(15)6-13(23)7-25-19/h6-9,11-12,17-18H,2-5H2,1H3,(H,25,26)(H,27,29,30)/t11?,12?,17-,18-/m0/s1

Standard InChI Key:  IYFIEJRWVMLGOG-DFYNNNJYSA-N

Alternative Forms

1. Parent:

   

   ALA3401988

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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: 437.45

Molecular Weight (Monoisotopic): 437.1776

AlogP: 4.37

#Rotatable Bonds: 4

Polar Surface Area: 105.41

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.74

CX Basic pKa: 2.59

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.49

Np Likeness Score: -0.98

References

1. Boyd MJ, Bandarage UK, Bennett H, Byrn RR, Davies I, Gu W, Jacobs M, Ledeboer MW, Ledford B, Leeman JR, Perola E, Wang T, Bennani Y, Clark MP, Charifson PS..  (2015)  Isosteric replacements of the carboxylic acid of drug candidate VX-787: Effect of charge on antiviral potency and kinase activity of azaindole-based influenza PB2 inhibitors.,  25  (9): [PMID:25827523] [10.1016/j.bmcl.2015.03.013]

Source

Source(1):

• Scientific Literature