N-[(1S)-5-Amino-1-cyanopentyl]-2-[(1S)-1-[3-(4-fluorophenyl)-2,5-dioxoimidazolidin-1-yl]ethyl]-1-methyl-1H-1,3-benzodiazole-6-carboxamide

ID: ALA3799135

Chembl Id: CHEMBL3799135

PubChem CID: 127046388

Max Phase: Preclinical

Molecular Formula: C26H28FN7O3

Molecular Weight: 505.55

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(F)cc2)C1=O

Standard InChI:  InChI=1S/C26H28FN7O3/c1-16(34-23(35)15-33(26(34)37)20-9-7-18(27)8-10-20)24-31-21-11-6-17(13-22(21)32(24)2)25(36)30-19(14-29)5-3-4-12-28/h6-11,13,16,19H,3-5,12,15,28H2,1-2H3,(H,30,36)/t16-,19-/m0/s1

Standard InChI Key:  OHXBSHCCWDYDAQ-LPHOPBHVSA-N

Alternative Forms

1. Parent:

   

   ALA3799135

   ---

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: 505.55

Molecular Weight (Monoisotopic): 505.2238

AlogP: 2.99

#Rotatable Bonds: 9

Polar Surface Area: 137.35

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.33

CX Basic pKa: 10.20

CX LogP: 1.72

CX LogD: -0.88

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.34

Np Likeness Score: -1.22

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