2-(3-fluoro-4-methoxyphenylamino)-1-(2-(trifluoromethyl)benzyl)-1H-benzo[d]imidazole-5-carboxylic acid

ID: ALA558476

Chembl Id: CHEMBL558476

Cas Number: 1092829-87-2

PubChem CID: 25165666

Max Phase: Preclinical

Molecular Formula: C23H17F4N3O3

Molecular Weight: 459.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2nc3cc(C(=O)O)ccc3n2Cc2ccccc2C(F)(F)F)cc1F

Standard InChI:  InChI=1S/C23H17F4N3O3/c1-33-20-9-7-15(11-17(20)24)28-22-29-18-10-13(21(31)32)6-8-19(18)30(22)12-14-4-2-3-5-16(14)23(25,26)27/h2-11H,12H2,1H3,(H,28,29)(H,31,32)

Standard InChI Key:  KSDBWRGNYBMBEZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA558476

   (2e)-2-(3-Fluoranyl-4-Methoxy-Phenyl)imino-1-[[2-(Trifluoromethyl)phenyl]methyl]-3h-Benzimidazole-5-Carboxylic 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: 459.40

Molecular Weight (Monoisotopic): 459.1206

AlogP: 5.69

#Rotatable Bonds: 6

Polar Surface Area: 76.38

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.15

CX Basic pKa: 6.97

CX LogP: 4.20

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -1.61

References

1. Lahue BR, Ma Y, Shipps GW, Seghezzi W, Herbst R..  (2009)  Substituted benzimidazoles: A novel chemotype for small molecule hKSP inhibitors.,  19  (13): [PMID:19481450] [10.1016/j.bmcl.2009.05.040]

2. Muthuraja P, Himesh M, Prakash S, Venkatasubramanian U, Manisankar P..  (2018)  Synthesis of N-(1-(6-acetamido-5-phenylpyrimidin-4-yl) piperidin-3-yl) amide derivatives as potential inhibitors for mitotic kinesin spindle protein.,  148  [PMID:29454915] [10.1016/j.ejmech.2018.02.010]

Source

Source(1):

• Scientific Literature