ID: ALA2440346

Max Phase: Preclinical

Molecular Formula: C36H48ClN9O6S

Molecular Weight: 770.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC[C@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(=N)N)NC(=O)c1ccc(/C=C2\SC(=O)N(Cc3ccc(Cl)cc3)C2=O)cc1)C(N)=O

Standard InChI:  InChI=1S/C36H48ClN9O6S/c1-2-3-7-26(30(39)47)43-32(49)27(8-4-5-18-38)45-33(50)28(9-6-19-42-35(40)41)44-31(48)24-14-10-22(11-15-24)20-29-34(51)46(36(52)53-29)21-23-12-16-25(37)17-13-23/h10-17,20,26-28H,2-9,18-19,21,38H2,1H3,(H2,39,47)(H,43,49)(H,44,48)(H,45,50)(H4,40,41,42)/b29-20-/t26-,27-,28-/m0/s1

Standard InChI Key:  XKRMYMPCOSXJLO-MYUTVYAHSA-N

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

Properties

Molecular Weight: 770.36

Molecular Weight (Monoisotopic): 769.3137

AlogP: 2.71

#Rotatable Bonds: 21

Polar Surface Area: 255.69

Molecular Species: BASE

HBA: 9

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.21

CX Basic pKa: 11.73

CX LogP: 1.66

CX LogD: -3.00

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.04

Np Likeness Score: -0.63

References

1. Nitsche C, Schreier VN, Behnam MA, Kumar A, Bartenschlager R, Klein CD..  (2013)  Thiazolidinone-peptide hybrids as dengue virus protease inhibitors with antiviral activity in cell culture.,  56  (21): [PMID:24083834] [10.1021/jm400828u]

Source

Source(1):

• Scientific Literature