ID: ALA384526

Max Phase: Preclinical

Molecular Formula: C30H28N6O3

Molecular Weight: 520.59

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(-n2nc(C(N)=O)c3ncn(-c4ccc(-c5ccccc5CN5CCCC5)cc4)c(=O)c32)cc1

Standard InChI:  InChI=1S/C30H28N6O3/c1-39-24-14-12-23(13-15-24)36-28-26(27(33-36)29(31)37)32-19-35(30(28)38)22-10-8-20(9-11-22)25-7-3-2-6-21(25)18-34-16-4-5-17-34/h2-3,6-15,19H,4-5,16-18H2,1H3,(H2,31,37)

Standard InChI Key:  YJVFQVDWQUJXRE-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: 520.59

Molecular Weight (Monoisotopic): 520.2223

AlogP: 3.94

#Rotatable Bonds: 7

Polar Surface Area: 108.27

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.63

CX Basic pKa: 9.60

CX LogP: 3.62

CX LogD: 1.49

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.35

Np Likeness Score: -1.12

References

1. Fevig JM, Cacciola J, Buriak J, Rossi KA, Knabb RM, Luettgen JM, Wong PC, Bai SA, Wexler RR, Lam PY..  (2006)  Preparation of 1-(4-methoxyphenyl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones as potent, selective and bioavailable inhibitors of coagulation factor Xa.,  16  (14): [PMID:16682200] [10.1016/j.bmcl.2006.04.044]

2. Pinto DJ, Smallheer JM, Cheney DL, Knabb RM, Wexler RR..  (2010)  Factor Xa inhibitors: next-generation antithrombotic agents.,  53  (17): [PMID:20503967] [10.1021/jm100146h]

Source

Source(1):

• Scientific Literature