(S)-2-Amino-N-(3-(7-(3-acrylamido-4-methylphenylamino)-1-methyl-2-oxo-1,2 dihydropyrimido[4,5-d]pyrimidin-3(4H)-yl)-4-methylphenyl)-3-(1H-indol-2-yl)propanamide

ID: ALA4082327

PubChem CID: 137648133

Max Phase: Preclinical

Molecular Formula: C35H35N9O3

Molecular Weight: 629.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cc(Nc2ncc3c(n2)N(C)C(=O)N(c2cc(NC(=O)[C@@H](N)Cc4cc5ccccc5[nH]4)ccc2C)C3)ccc1C

Standard InChI:  InChI=1S/C35H35N9O3/c1-5-31(45)41-29-16-24(12-10-20(29)2)40-34-37-18-23-19-44(35(47)43(4)32(23)42-34)30-17-25(13-11-21(30)3)39-33(46)27(36)15-26-14-22-8-6-7-9-28(22)38-26/h5-14,16-18,27,38H,1,15,19,36H2,2-4H3,(H,39,46)(H,41,45)(H,37,40,42)/t27-/m0/s1

Standard InChI Key:  JOIOMODRMBDYMI-MHZLTWQESA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4082327

   ---

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: 629.73

Molecular Weight (Monoisotopic): 629.2863

AlogP: 5.53

#Rotatable Bonds: 9

Polar Surface Area: 161.37

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 12.94

CX Basic pKa: 8.07

CX LogP: 4.74

CX LogD: 3.99

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.13

Np Likeness Score: -1.02

References

1. Liang X, Lv F, Wang B, Yu K, Wu H, Qi Z, Jiang Z, Chen C, Wang A, Miao W, Wang W, Hu Z, Liu J, Liu X, Zhao Z, Wang L, Zhang S, Ye Z, Wang C, Ren T, Wang Y, Liu Q, Liu J..  (2017)  Discovery of 2-((3-Acrylamido-4-methylphenyl)amino)-N-(2-methyl-5-(3,4,5-trimethoxybenzamido)phenyl)-4-(methylamino)pyrimidine-5-carboxamide (CHMFL-BMX-078) as a Highly Potent and Selective Type II Irreversible Bone Marrow Kinase in the X Chromosome (BMX) Kinase Inhibitor.,  60  (5): [PMID:28140585] [10.1021/acs.jmedchem.6b01413]

Source

Source(1):

• Scientific Literature