ID: ALA2208400

Max Phase: Preclinical

Molecular Formula: C44H54N6O9S2

Molecular Weight: 875.08

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc2c(O[C@@H]3C[C@H]4C(=O)N[C@]5(C(=O)NS(=O)(=O)C6CC6)C[C@H]5/C=C\CCCCC[C@H](NC(=O)C5(OC)CCC5)C(=O)N4C3)cc(-c3nc(C4CC4)cs3)nc2c1C

Standard InChI:  InChI=1S/C44H54N6O9S2/c1-25-35(57-2)17-16-30-36(21-32(45-37(25)30)39-46-33(24-60-39)26-12-13-26)59-28-20-34-38(51)48-44(42(54)49-61(55,56)29-14-15-29)22-27(44)10-7-5-4-6-8-11-31(40(52)50(34)23-28)47-41(53)43(58-3)18-9-19-43/h7,10,16-17,21,24,26-29,31,34H,4-6,8-9,11-15,18-20,22-23H2,1-3H3,(H,47,53)(H,48,51)(H,49,54)/b10-7-/t27-,28-,31+,34+,44-/m1/s1

Standard InChI Key:  SSESGVKMGZOAFR-TXTQRQSWSA-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: 875.08

Molecular Weight (Monoisotopic): 874.3394

AlogP: 4.96

#Rotatable Bonds: 11

Polar Surface Area: 195.22

Molecular Species: ACID

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.77

CX Basic pKa: 1.59

CX LogP: 4.50

CX LogD: 3.55

Aromatic Rings: 3

Heavy Atoms: 61

QED Weighted: 0.22

Np Likeness Score: 0.01

References

1. Li X, Liu Y, Zhang YK, Plattner JJ, Baker SJ, Bu W, Liu L, Zhou Y, Ding CZ, Zhang S, Kazmierski WM, Hamatake R, Duan M, Wright LL, Smith GK, Jarvest RL, Ji JJ, Cooper JP, Tallant MD, Crosby RM, Creech K, Wang A..  (2012)  Synthesis and antiviral activity of novel HCV NS3 protease inhibitors with P4 capping groups.,  22  (24): [PMID:23142614] [10.1016/j.bmcl.2012.10.075]

Source

Source(1):

• Scientific Literature