4-(9-chloro-7-(2-fluoro-6-methoxyphenyl)-5H-benzo[e]pyrimido[5,4-c]azepin-2-ylamino)benzoic acid

ID: ALA3586473

Chembl Id: CHEMBL3586473

PubChem CID: 11526006

Max Phase: Preclinical

Molecular Formula: C26H18ClFN4O3

Molecular Weight: 488.91

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(F)c1C1=NCc2cnc(Nc3ccc(C(=O)O)cc3)nc2-c2ccc(Cl)cc21

Standard InChI:  InChI=1S/C26H18ClFN4O3/c1-35-21-4-2-3-20(28)22(21)24-19-11-16(27)7-10-18(19)23-15(12-29-24)13-30-26(32-23)31-17-8-5-14(6-9-17)25(33)34/h2-11,13H,12H2,1H3,(H,33,34)(H,30,31,32)

Standard InChI Key:  UQXPONWWSBAXMI-UHFFFAOYSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA3586473

   ---

2. Parent:

   

   ALA3586473

   4-[[9-chloro-7-(2-fluoro-6-methoxyphenyl)-5H-pyrimido[5,4-d][2]benzazepin-2-yl]amino]benzoic acid

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: 488.91

Molecular Weight (Monoisotopic): 488.1051

AlogP: 5.74

#Rotatable Bonds: 5

Polar Surface Area: 96.70

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.60

CX Basic pKa: 3.15

CX LogP: 5.74

CX LogD: 3.15

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.37

Np Likeness Score: -0.77

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