4-(9-chloro-7-(2-fluorophenyl)-5H-benzo[e]pyrimido[5,4-c]azepin-2-ylamino)benzoic acid

ID: ALA3586468

Chembl Id: CHEMBL3586468

PubChem CID: 11655501

Max Phase: Preclinical

Molecular Formula: C25H16ClFN4O2

Molecular Weight: 458.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(Nc2ncc3c(n2)-c2ccc(Cl)cc2C(c2ccccc2F)=NC3)cc1

Standard InChI:  InChI=1S/C25H16ClFN4O2/c26-16-7-10-18-20(11-16)23(19-3-1-2-4-21(19)27)28-12-15-13-29-25(31-22(15)18)30-17-8-5-14(6-9-17)24(32)33/h1-11,13H,12H2,(H,32,33)(H,29,30,31)

Standard InChI Key:  USEFICSVVKKZGA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3586468

   4-[[9-chloro-7-(2-fluorophenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]benzoic acid

2. Alternative Forms:

   

   ALA3586468

   ---

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: 458.88

Molecular Weight (Monoisotopic): 458.0946

AlogP: 5.73

#Rotatable Bonds: 4

Polar Surface Area: 87.47

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.62

CX Basic pKa: 3.54

CX LogP: 5.81

CX LogD: 3.31

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.41

Np Likeness Score: -0.86

References

1. Sells TB, Chau R, Ecsedy JA, Gershman RE, Hoar K, Huck J, Janowick DA, Kadambi VJ, LeRoy PJ, Stirling M, Stroud SG, Vos TJ, Weatherhead GS, Wysong DR, Zhang M, Balani SK, Bolen JB, Manfredi MG, Claiborne CF..  (2015)  MLN8054 and Alisertib (MLN8237): Discovery of Selective Oral Aurora A Inhibitors.,  6  (6): [PMID:26101564] [10.1021/ml500409n]

Source

Source(1):

• Scientific Literature