(R)-2,6-dichloro-N-(2-(3-fluorophenyl)-2-(2-methyl-1H-benzo[d]imidazol-5-yl)ethyl)-4-(3-methyl-1H-1,2,4-triazol-1-yl)benzamide

ID: ALA3627897

Chembl Id: CHEMBL3627897

PubChem CID: 121399281

Max Phase: Preclinical

Molecular Formula: C26H21Cl2FN6O

Molecular Weight: 523.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncn(-c2cc(Cl)c(C(=O)NC[C@@H](c3cccc(F)c3)c3ccc4[nH]c(C)nc4c3)c(Cl)c2)n1

Standard InChI:  InChI=1S/C26H21Cl2FN6O/c1-14-31-13-35(34-14)19-10-21(27)25(22(28)11-19)26(36)30-12-20(16-4-3-5-18(29)8-16)17-6-7-23-24(9-17)33-15(2)32-23/h3-11,13,20H,12H2,1-2H3,(H,30,36)(H,32,33)/t20-/m0/s1

Standard InChI Key:  HERLNGSHQVSJKT-FQEVSTJZSA-N

Alternative Forms

1. Parent:

   

   ALA3627897

   ---

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: 523.40

Molecular Weight (Monoisotopic): 522.1138

AlogP: 5.77

#Rotatable Bonds: 6

Polar Surface Area: 88.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.41

CX Basic pKa: 6.28

CX LogP: 5.17

CX LogD: 5.14

Aromatic Rings: 5

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -1.63

References

1. Zhang T, Andre P, Bateman TJ, Chen YH, Desai K, Ellsworth K, Geissler WM, Guo L, Hruza A, Jian T, Meng D, Parker DL, Qian X, Reichert P, Sherer EC, Shu M, Smith CJ, Sonatore LM, Tschirret-Guth R, Nolting AF, Orr R, Campeau LC, Araki K, Nishimura T, Sakurada I, Wood HB..  (2015)  Development of a novel class of potent and selective FIXa inhibitors.,  25  (21): [PMID:25978966] [10.1016/j.bmcl.2015.04.057]

2. Zhang T, Liu Y, Yang X, Martin GE, Yao H, Shang J, Bugianesi RM, Ellsworth KP, Sonatore LM, Nizner P, Sherer EC, Hill SE, Knemeyer IW, Geissler WM, Dandliker PJ, Helmy R, Wood HB..  (2016)  Definitive Metabolite Identification Coupled with Automated Ligand Identification System (ALIS) Technology: A Novel Approach to Uncover Structure-Activity Relationships and Guide Drug Design in a Factor IXa Inhibitor Program.,  59  (5): [PMID:26871940] [10.1021/acs.jmedchem.5b01293]

Source

Source(1):

• Scientific Literature