tert-Butyl 4-(8-methyl-6-(2-methyl-5-(3-(trifluoromethyl)-benzamido)phenyl)-7-oxo-5,6,7,8-tetrahydropyrimido[4,5-d]-pyrimidin-2-yloxy)piperidine-1-carboxylate

ID: ALA3781644

Chembl Id: CHEMBL3781644

PubChem CID: 127030491

Max Phase: Preclinical

Molecular Formula: C32H35F3N6O5

Molecular Weight: 640.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2cccc(C(F)(F)F)c2)cc1N1Cc2cnc(OC3CCN(C(=O)OC(C)(C)C)CC3)nc2N(C)C1=O

Standard InChI:  InChI=1S/C32H35F3N6O5/c1-19-9-10-23(37-27(42)20-7-6-8-22(15-20)32(33,34)35)16-25(19)41-18-21-17-36-28(38-26(21)39(5)29(41)43)45-24-11-13-40(14-12-24)30(44)46-31(2,3)4/h6-10,15-17,24H,11-14,18H2,1-5H3,(H,37,42)

Standard InChI Key:  OMTDAUFZJRRDNQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3781644

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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: 640.66

Molecular Weight (Monoisotopic): 640.2621

AlogP: 6.41

#Rotatable Bonds: 5

Polar Surface Area: 117.20

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa: 1.09

CX LogP: 5.20

CX LogD: 5.20

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.34

Np Likeness Score: -1.38

References

1. Liang X, Liu X, Wang B, Zou F, Wang A, Qi S, Chen C, Zhao Z, Wang W, Qi Z, Lv F, Hu Z, Wang L, Zhang S, Liu Q, Liu J..  (2016)  Discovery of 2-((3-Amino-4-methylphenyl)amino)-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)-4-(methylamino)pyrimidine-5-carboxamide (CHMFL-ABL-053) as a Potent, Selective, and Orally Available BCR-ABL/SRC/p38 Kinase Inhibitor for Chronic Myeloid Leukemia.,  59  (5): [PMID:26789553] [10.1021/acs.jmedchem.5b01618]

Source

Source(1):

• Scientific Literature