(S)-5-(2-(2-aminopyrimidin-5-yl)ethynyl)-N-(2-(3-(dimethylamino)piperidin-1-yl)-5-(trifluoromethyl)phenyl)-2-fluorobenzamide

ID: ALA386637

Chembl Id: CHEMBL386637

PubChem CID: 16109036

Max Phase: Preclinical

Molecular Formula: C27H26F4N6O

Molecular Weight: 526.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)[C@H]1CCCN(c2ccc(C(F)(F)F)cc2NC(=O)c2cc(C#Cc3cnc(N)nc3)ccc2F)C1

Standard InChI:  InChI=1S/C27H26F4N6O/c1-36(2)20-4-3-11-37(16-20)24-10-8-19(27(29,30)31)13-23(24)35-25(38)21-12-17(7-9-22(21)28)5-6-18-14-33-26(32)34-15-18/h7-10,12-15,20H,3-4,11,16H2,1-2H3,(H,35,38)(H2,32,33,34)/t20-/m0/s1

Standard InChI Key:  GMVQPWCWWLPOQT-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA386637

   (S)-5-(2-(2-aminopyrimidin-5-yl)ethynyl)-N-(2-(3-(dimethylamino)piperidin-1-yl)-5-(trifluoromethyl)phenyl)-2-fluorobenzamide

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: 526.54

Molecular Weight (Monoisotopic): 526.2104

AlogP: 4.40

#Rotatable Bonds: 4

Polar Surface Area: 87.38

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.99

CX Basic pKa: 9.30

CX LogP: 4.73

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.39

Np Likeness Score: -1.79

References

1. Cee VJ, Albrecht BK, Geuns-Meyer S, Hughes P, Bellon S, Bready J, Caenepeel S, Chaffee SC, Coxon A, Emery M, Fretland J, Gallant P, Gu Y, Hodous BL, Hoffman D, Johnson RE, Kendall R, Kim JL, Long AM, McGowan D, Morrison M, Olivieri PR, Patel VF, Polverino A, Powers D, Rose P, Wang L, Zhao H..  (2007)  Alkynylpyrimidine amide derivatives as potent, selective, and orally active inhibitors of Tie-2 kinase.,  50  (4): [PMID:17253679] [10.1021/jm061112p]

Source

Source(1):

• Scientific Literature