ID: ALA2440352

Max Phase: Preclinical

Molecular Formula: C33H51N9O6S

Molecular Weight: 701.89

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(CCCC)C2=O)cc1)C(N)=O

Standard InChI:  InChI=1S/C33H51N9O6S/c1-3-5-10-23(27(35)43)39-29(45)24(11-7-8-17-34)41-30(46)25(12-9-18-38-32(36)37)40-28(44)22-15-13-21(14-16-22)20-26-31(47)42(19-6-4-2)33(48)49-26/h13-16,20,23-25H,3-12,17-19,34H2,1-2H3,(H2,35,43)(H,39,45)(H,40,44)(H,41,46)(H4,36,37,38)/b26-20-/t23-,24-,25-/m0/s1

Standard InChI Key:  RKSZQXKROMDUKA-OPIGBIQLSA-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: 701.89

Molecular Weight (Monoisotopic): 701.3683

AlogP: 1.66

#Rotatable Bonds: 22

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: 0.66

CX LogD: -4.01

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.04

Np Likeness Score: -0.53

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