1-((1R,3S)-3-((5-fluoro-2-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)cyclohexyl)-3-(tetrahydro-2H-pyran-4-yl)urea

ID: ALA3317989

Chembl Id: CHEMBL3317989

PubChem CID: 118708558

Max Phase: Preclinical

Molecular Formula: C23H27F2N7O2

Molecular Weight: 471.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1CCOCC1)N[C@@H]1CCC[C@H](Nc2nc(-c3c[nH]c4ncc(F)cc34)ncc2F)C1

Standard InChI:  InChI=1S/C23H27F2N7O2/c24-13-8-17-18(11-27-20(17)26-10-13)21-28-12-19(25)22(32-21)29-15-2-1-3-16(9-15)31-23(33)30-14-4-6-34-7-5-14/h8,10-12,14-16H,1-7,9H2,(H,26,27)(H,28,29,32)(H2,30,31,33)/t15-,16+/m0/s1

Standard InChI Key:  UWHKTXUSXLEHOS-JKSUJKDBSA-N

Alternative Forms

1. Parent:

   

   ALA3317989

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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: 471.51

Molecular Weight (Monoisotopic): 471.2194

AlogP: 3.50

#Rotatable Bonds: 5

Polar Surface Area: 116.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.74

CX Basic pKa: 3.58

CX LogP: 2.06

CX LogD: 2.06

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: -0.98

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