ID: ALA2440177

Max Phase: Preclinical

Molecular Formula: C31H47N9O6S2

Molecular Weight: 705.91

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(=S)N(CCO)C2=O)cc1)C(N)=O

Standard InChI:  InChI=1S/C31H47N9O6S2/c1-2-3-7-21(25(33)42)37-27(44)22(8-4-5-14-32)39-28(45)23(9-6-15-36-30(34)35)38-26(43)20-12-10-19(11-13-20)18-24-29(46)40(16-17-41)31(47)48-24/h10-13,18,21-23,41H,2-9,14-17,32H2,1H3,(H2,33,42)(H,37,44)(H,38,43)(H,39,45)(H4,34,35,36)/b24-18-/t21-,22-,23-/m0/s1

Standard InChI Key:  CCAUEIJMTQLNTO-SKHVONHGSA-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: 705.91

Molecular Weight (Monoisotopic): 705.3091

AlogP: 0.02

#Rotatable Bonds: 21

Polar Surface Area: 258.85

Molecular Species: BASE

HBA: 10

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.21

CX Basic pKa: 15.67

CX LogP: -0.47

CX LogD: -5.13

Aromatic Rings: 1

Heavy Atoms: 48

QED Weighted: 0.03

Np Likeness Score: -0.52

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