4-((2S)-2-(2-(3-chloro-2-fluorophenyl)-1-hydroxy-4-methyl-1H-imidazole-5-carboxamido)-3-phenylpropanamido)benzoic acid

ID: ALA4874449

PubChem CID: 164627586

Max Phase: Preclinical

Molecular Formula: C27H22ClFN4O5

Molecular Weight: 536.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2cccc(Cl)c2F)n(O)c1C(=O)N[C@@H](Cc1ccccc1)C(=O)Nc1ccc(C(=O)O)cc1

Standard InChI:  InChI=1S/C27H22ClFN4O5/c1-15-23(33(38)24(30-15)19-8-5-9-20(28)22(19)29)26(35)32-21(14-16-6-3-2-4-7-16)25(34)31-18-12-10-17(11-13-18)27(36)37/h2-13,21,38H,14H2,1H3,(H,31,34)(H,32,35)(H,36,37)/t21-/m0/s1

Standard InChI Key:  KZNQTJNGFPKOOT-NRFANRHFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4874449

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 536.95

Molecular Weight (Monoisotopic): 536.1263

AlogP: 4.57

#Rotatable Bonds: 8

Polar Surface Area: 133.55

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.16

CX Basic pKa: 2.37

CX LogP: 3.76

CX LogD: 0.81

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.24

Np Likeness Score: -1.02

References

1. Lei Y, Zhang B, Zhang Y, Dai X, Duan Y, Mao Q, Gao J, Yang Y, Bao Z, Fu X, Ping K, Yan C, Mou Y, Wang S..  (2021)  Design, synthesis and biological evaluation of novel FXIa inhibitors with 2-phenyl-1H-imidazole-5-carboxamide moiety as P1 fragment.,  220  [PMID:33894565] [10.1016/j.ejmech.2021.113437]

Source

Source(1):

• Scientific Literature