3-(5-Cyano-6-isopropylamino-pyrimidin-4-ylamino)-N-isoxazol-3-yl-4-methyl-benzamide

ID: ALA198876

Chembl Id: CHEMBL198876

PubChem CID: 11660832

Max Phase: Preclinical

Molecular Formula: C19H19N7O2

Molecular Weight: 377.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)Nc2ccon2)cc1Nc1ncnc(NC(C)C)c1C#N

Standard InChI:  InChI=1S/C19H19N7O2/c1-11(2)23-17-14(9-20)18(22-10-21-17)24-15-8-13(5-4-12(15)3)19(27)25-16-6-7-28-26-16/h4-8,10-11H,1-3H3,(H,25,26,27)(H2,21,22,23,24)

Standard InChI Key:  QWHMQQHHLRCLLD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA198876

   3-({5-cyano-6-[(1-methylethyl)amino]pyrimidin-4-yl}amino)-N-isoxazol-3-yl-4-methylbenzamide

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: 377.41

Molecular Weight (Monoisotopic): 377.1600

AlogP: 3.46

#Rotatable Bonds: 6

Polar Surface Area: 128.76

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.07

CX Basic pKa: 3.62

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.60

Np Likeness Score: -1.96

References

1. Liu C, Wrobleski ST, Lin J, Ahmed G, Metzger A, Wityak J, Gillooly KM, Shuster DJ, McIntyre KW, Pitt S, Shen DR, Zhang RF, Zhang H, Doweyko AM, Diller D, Henderson I, Barrish JC, Dodd JH, Schieven GL, Leftheris K..  (2005)  5-Cyanopyrimidine derivatives as a novel class of potent, selective, and orally active inhibitors of p38alpha MAP kinase.,  48  (20): [PMID:16190753] [10.1021/jm0503594]

Source

Source(1):

• Scientific Literature