(+/-)-(1R,2S)-2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)-1-(2-methoxyethyl)cyclohexanecarboxylic acid

ID: ALA3318003

Chembl Id: CHEMBL3318003

PubChem CID: 118708565

Max Phase: Preclinical

Molecular Formula: C21H23ClFN5O3

Molecular Weight: 447.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCC[C@]1(C(=O)O)CCCC[C@@H]1Nc1nc(-c2c[nH]c3ncc(Cl)cc23)ncc1F

Standard InChI:  InChI=1S/C21H23ClFN5O3/c1-31-7-6-21(20(29)30)5-3-2-4-16(21)27-19-15(23)11-26-18(28-19)14-10-25-17-13(14)8-12(22)9-24-17/h8-11,16H,2-7H2,1H3,(H,24,25)(H,29,30)(H,26,27,28)/t16-,21+/m0/s1

Standard InChI Key:  GTZMJRZFMBVKRE-HRAATJIYSA-N

Alternative Forms

1. Parent:

   

   ALA3318003

   ---

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: 447.90

Molecular Weight (Monoisotopic): 447.1473

AlogP: 4.27

#Rotatable Bonds: 7

Polar Surface Area: 113.02

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.25

CX Basic pKa: 2.59

CX LogP: 3.64

CX LogD: 0.79

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.50

Np Likeness Score: -0.26

References

1. Clark MP, Ledeboer MW, Davies I, Byrn RA, Jones SM, Perola E, Tsai A, Jacobs M, Nti-Addae K, Bandarage UK, Boyd MJ, Bethiel RS, Court JJ, Deng H, Duffy JP, Dorsch WA, Farmer LJ, Gao H, Gu W, Jackson K, Jacobs DH, Kennedy JM, Ledford B, Liang J, Maltais F, Murcko M, Wang T, Wannamaker MW, Bennett HB, Leeman JR, McNeil C, Taylor WP, Memmott C, Jiang M, Rijnbrand R, Bral C, Germann U, Nezami A, Zhang Y, Salituro FG, Bennani YL, Charifson PS..  (2014)  Discovery of a novel, first-in-class, orally bioavailable azaindole inhibitor (VX-787) of influenza PB2.,  57  (15): [PMID:25019388] [10.1021/jm5007275]

Source

Source(1):

• Scientific Literature