(1S,2S)-2-((5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)-1-methylcyclohexanecarboxylicacid

ID: ALA3318002

Chembl Id: CHEMBL3318002

PubChem CID: 68101827

Max Phase: Preclinical

Molecular Formula: C19H19F2N5O2

Molecular Weight: 387.39

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H19F2N5O2/c1-19(18(27)28)5-3-2-4-14(19)25-17-13(21)9-24-16(26-17)12-8-23-15-11(12)6-10(20)7-22-15/h6-9,14H,2-5H2,1H3,(H,22,23)(H,27,28)(H,24,25,26)/t14-,19-/m0/s1

Standard InChI Key:  ORNWHPWODMIMQS-LIRRHRJNSA-N

Associated Targets(non-human)

Influenza A virus (11224 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PB2 Polymerase basic protein 2 (86 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 387.39Molecular Weight (Monoisotopic): 387.1507AlogP: 3.74#Rotatable Bonds: 4
Polar Surface Area: 103.79Molecular Species: ACIDHBA: 5HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 4.19CX Basic pKa: 2.57CX LogP: 3.64CX LogD: 0.74
Aromatic Rings: 3Heavy Atoms: 28QED Weighted: 0.63Np Likeness Score: -0.17

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