ID: ALA2440347

Max Phase: Preclinical

Molecular Formula: C37H51N9O6S

Molecular Weight: 749.94

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(CCc3ccccc3)C2=O)cc1)C(N)=O

Standard InChI:  InChI=1S/C37H51N9O6S/c1-2-3-12-27(31(39)47)43-33(49)28(13-7-8-20-38)45-34(50)29(14-9-21-42-36(40)41)44-32(48)26-17-15-25(16-18-26)23-30-35(51)46(37(52)53-30)22-19-24-10-5-4-6-11-24/h4-6,10-11,15-18,23,27-29H,2-3,7-9,12-14,19-22,38H2,1H3,(H2,39,47)(H,43,49)(H,44,48)(H,45,50)(H4,40,41,42)/b30-23-/t27-,28-,29-/m0/s1

Standard InChI Key:  MMUNUESZRWIAIV-FMYWBBCFSA-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: 749.94

Molecular Weight (Monoisotopic): 749.3683

AlogP: 2.10

#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: 1.35

CX LogD: -3.32

Aromatic Rings: 2

Heavy Atoms: 53

QED Weighted: 0.04

Np Likeness Score: -0.51

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