1-(3-amino-benzo[d]isoxazol-5-yl)-6-(2'-dimethylaminomethyl-biphenyl-4-yl)-5-methyl-3-trifluoromethyl-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one

ID: ALA438647

PubChem CID: 23646312

Max Phase: Preclinical

Molecular Formula: C29H24F3N7O2

Molecular Weight: 559.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2c(C(F)(F)F)nn(-c3ccc4onc(N)c4c3)c2c(=O)n1-c1ccc(-c2ccccc2CN(C)C)cc1

Standard InChI:  InChI=1S/C29H24F3N7O2/c1-16-34-24-25(39(35-26(24)29(30,31)32)20-12-13-23-22(14-20)27(33)36-41-23)28(40)38(16)19-10-8-17(9-11-19)21-7-5-4-6-18(21)15-37(2)3/h4-14H,15H2,1-3H3,(H2,33,36)

Standard InChI Key:  LUFLMQPOYZXEPI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Alternative Forms:

   

   ALA438647

   1-(3-Amino-1,2-benzoxazol-5-yl)-6-[4-[2-[(dimethylamino)methyl]phenyl]phenyl]-5-methyl-3-(trifluoromethyl)pyrazolo[4,3-d]pyrimidin-7-one;2,2,2-trifluoroacetic acid

2. Parent:

   

   ALA438647

   1-(3-amino-1,2-benzoxazol-5-yl)-6-(4-{2-[(dimethylamino)methyl]phenyl}phenyl)-5-methyl-3-(trifluoromethyl)-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-7-one

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: 559.55

Molecular Weight (Monoisotopic): 559.1944

AlogP: 5.35

#Rotatable Bonds: 5

Polar Surface Area: 108.00

Molecular Species: BASE

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.34

CX LogP: 4.66

CX LogD: 2.73

Aromatic Rings: 6

Heavy Atoms: 41

QED Weighted: 0.30

Np Likeness Score: -1.31

References

1. Li YL, Fevig JM, Cacciola J, Buriak J, Rossi KA, Jona J, Knabb RM, Luettgen JM, Wong PC, Bai SA, Wexler RR, Lam PY..  (2006)  Preparation of 1-(3-aminobenzo[d]isoxazol-5-yl)-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-ones as potent, selective, and efficacious inhibitors of coagulation factor Xa.,  16  (19): [PMID:16870435] [10.1016/j.bmcl.2006.07.002]

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