ID: ALA4210743

Max Phase: Preclinical

Molecular Formula: C42H58N4O9S

Molecular Weight: 795.01

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc2ccc3cc2cc1CCCC(C)(C)CCOC(=O)N[C@@H](C(C)(C)C)C(=O)N1C[C@@]3(OC)C[C@H]1C(=O)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C1CC1

Standard InChI:  InChI=1S/C42H58N4O9S/c1-39(2,3)34-36(48)46-24-41(54-7,23-32(46)35(47)44-42(22-31(42)25-10-11-25)37(49)45-56(51,52)30-14-15-30)29-13-12-26-21-33(53-6)27(19-28(26)20-29)9-8-16-40(4,5)17-18-55-38(50)43-34/h12-13,19-21,25,30-32,34H,8-11,14-18,22-24H2,1-7H3,(H,43,50)(H,44,47)(H,45,49)/t31-,32-,34+,41-,42+/m0/s1

Standard InChI Key:  XWMLCUOICPXZQV-ZHJKUISPSA-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: 795.01

Molecular Weight (Monoisotopic): 794.3925

AlogP: 5.08

#Rotatable Bonds: 8

Polar Surface Area: 169.44

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.77

CX Basic pKa:

CX LogP: 4.91

CX LogD: 3.97

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.33

Np Likeness Score: 0.35

References

1. Bowsher M, Hiebert S, Li R, Wang AX, Friborg J, Yu F, Hernandez D, Wang YK, Klei H, Rajamani R, Mosure K, Knipe JO, Meanwell NA, McPhee F, Scola PM..  (2018)  The discovery and optimization of naphthalene-linked P2-P4 Macrocycles as inhibitors of HCV NS3 protease.,  28  (1): [PMID:29162454] [10.1016/j.bmcl.2017.11.005]

Source

Source(1):

• Scientific Literature