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

ID: ALA3800401

Chembl Id: CHEMBL3800401

PubChem CID: 127046792

Max Phase: Preclinical

Molecular Formula: C35H39N7O4

Molecular Weight: 621.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)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/C35H39N7O4/c1-23(2)19-31(33-39-29-17-12-24(20-30(29)40(33)3)34(44)38-25(21-37)9-7-8-18-36)42-32(43)22-41(35(42)45)26-13-15-28(16-14-26)46-27-10-5-4-6-11-27/h4-6,10-17,20,23,25,31H,7-9,18-19,22,36H2,1-3H3,(H,38,44)/t25-,31+/m0/s1

Standard InChI Key:  MTKWHZDXCMJIAN-VVFBEHOQSA-N

Alternative Forms

1. Parent:

   

   ALA3800401

   ---

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: 621.74

Molecular Weight (Monoisotopic): 621.3064

AlogP: 5.67

#Rotatable Bonds: 13

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: 4.33

CX LogD: 1.73

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.14

Np Likeness Score: -0.92

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