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

ID: ALA3799525

Chembl Id: CHEMBL3799525

PubChem CID: 127046556

Max Phase: Preclinical

Molecular Formula: C32H33N7O4

Molecular Weight: 579.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  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/C32H33N7O4/c1-21(30-36-27-16-11-22(18-28(27)37(30)2)31(41)35-23(19-34)8-6-7-17-33)39-29(40)20-38(32(39)42)24-12-14-26(15-13-24)43-25-9-4-3-5-10-25/h3-5,9-16,18,21,23H,6-8,17,20,33H2,1-2H3,(H,35,41)/t21-,23-/m0/s1

Standard InChI Key:  GSNODOXBWCXQGR-GMAHTHKFSA-N

Alternative Forms

1. Parent:

   

   ALA3799525

   ---

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: 579.66

Molecular Weight (Monoisotopic): 579.2594

AlogP: 4.65

#Rotatable Bonds: 11

Polar Surface Area: 146.58

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.33

CX Basic pKa: 10.20

CX LogP: 3.08

CX LogD: 0.47

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.19

Np Likeness Score: -0.96

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