ID: ALA183682

Max Phase: Preclinical

Molecular Formula: C25H17F4N7O

Molecular Weight: 507.45

Molecule Type: Small molecule

Representations

Canonical SMILES:  N=C(N)c1cccc(-n2nc(C(F)(F)F)cc2C(=O)Nc2ccc(-n3cnc4ccccc43)cc2F)c1

Standard InChI:  InChI=1S/C25H17F4N7O/c26-17-11-15(35-13-32-19-6-1-2-7-20(19)35)8-9-18(17)33-24(37)21-12-22(25(27,28)29)34-36(21)16-5-3-4-14(10-16)23(30)31/h1-13H,(H3,30,31)(H,33,37)

Standard InChI Key:  TWBHVKYRNOGUJS-UHFFFAOYSA-N

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

Properties

Molecular Weight: 507.45

Molecular Weight (Monoisotopic): 507.1431

AlogP: 4.91

#Rotatable Bonds: 5

Polar Surface Area: 114.61

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.55

CX Basic pKa: 11.34

CX LogP: 4.57

CX LogD: 2.16

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.18

Np Likeness Score: -1.90

References

1. Smallheer JM, Alexander RS, Wang J, Wang S, Nakajima S, Rossi KA, Smallwood A, Barbera F, Burdick D, Luettgen JM, Knabb RM, Wexler RR, Jadhav PK..  (2004)  SAR and factor IXa crystal structure of a dual inhibitor of factors IXa and Xa.,  14  (21): [PMID:15454208] [10.1016/j.bmcl.2004.08.034]

2. Fischer PM..  (2018)  Design of Small-Molecule Active-Site Inhibitors of the S1A Family Proteases as Procoagulant and Anticoagulant Drugs.,  61  (9): [PMID:29072911] [10.1021/acs.jmedchem.7b00772]

Source

Source(1):

• Scientific Literature