N-[(1S)-5-amino-1-cyano-pentyl]-2-[(1R)-1-[2,5-dioxo-3-(4-phenoxyphenyl)imidazolidin-1-yl]-2-methyl-propyl]-3-methyl-benzimidazole-5-carboxamide

ID: ALA3799985

Chembl Id: CHEMBL3799985

PubChem CID: 127045987

Max Phase: Preclinical

Molecular Formula: C34H37N7O4

Molecular Weight: 607.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](c1nc2ccc(C(=O)N[C@H](C#N)CCCCN)cc2n1C)N1C(=O)CN(c2ccc(Oc3ccccc3)cc2)C1=O

Standard InChI:  InChI=1S/C34H37N7O4/c1-22(2)31(32-38-28-17-12-23(19-29(28)39(32)3)33(43)37-24(20-36)9-7-8-18-35)41-30(42)21-40(34(41)44)25-13-15-27(16-14-25)45-26-10-5-4-6-11-26/h4-6,10-17,19,22,24,31H,7-9,18,21,35H2,1-3H3,(H,37,43)/t24-,31+/m0/s1

Standard InChI Key:  DSDWJRWQTOQHQZ-QXNWPYRLSA-N

Alternative Forms

1. Parent:

   

   ALA3799985

   ---

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: 607.71

Molecular Weight (Monoisotopic): 607.2907

AlogP: 5.28

#Rotatable Bonds: 12

Polar Surface Area: 146.58

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.33

CX Basic pKa: 10.20

CX LogP: 3.97

CX LogD: 1.36

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.16

Np Likeness Score: -0.94

References

1. Teno N, Gohda K, Yamashita Y, Otsubo T, Yamaguchi M, Wanaka K, Tsuda Y..  (2016)  Plasmin inhibitors with hydrophobic amino acid-based linker between hydantoin moiety and benzimidazole scaffold enhance inhibitory activity.,  26  (9): [PMID:27009905] [10.1016/j.bmcl.2016.03.047]

Source

Source(1):

• Scientific Literature