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

ID: ALA3800112

Chembl Id: CHEMBL3800112

PubChem CID: 127046390

Max Phase: Preclinical

Molecular Formula: C31H32N8O4

Molecular Weight: 580.65

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(Oc3ccncc3)cc2)C1=O

Standard InChI:  InChI=1S/C31H32N8O4/c1-20(29-36-26-11-6-21(17-27(26)37(29)2)30(41)35-22(18-33)5-3-4-14-32)39-28(40)19-38(31(39)42)23-7-9-24(10-8-23)43-25-12-15-34-16-13-25/h6-13,15-17,20,22H,3-5,14,19,32H2,1-2H3,(H,35,41)/t20-,22-/m0/s1

Standard InChI Key:  YZQLWMPKABRHMP-UNMCSNQZSA-N

Alternative Forms

1. Parent:

   

   ALA3800112

   ---

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: 580.65

Molecular Weight (Monoisotopic): 580.2547

AlogP: 4.04

#Rotatable Bonds: 11

Polar Surface Area: 159.47

Molecular Species: BASE

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.33

CX Basic pKa: 10.20

CX LogP: 1.86

CX LogD: -0.76

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.20

Np Likeness Score: -0.99

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