ID: ALA3120492

Max Phase: Preclinical

Molecular Formula: C49H69N7O9S

Molecular Weight: 932.20

Molecule Type: Small molecule

Representations

Canonical SMILES:  C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@@H]2CN1C(=O)[C@H](C1CCCCC1)NC(=O)O[C@@H]1C[C@H]1CCCCCc1c(nc3ccccc3c1OCCCN1CCN(C)CC1)O2)C(=O)NS(=O)(=O)C1(C)CC1

Standard InChI:  InChI=1S/C49H69N7O9S/c1-4-34-30-49(34,46(59)53-66(61,62)48(2)20-21-48)52-43(57)39-29-35-31-56(39)45(58)41(32-14-7-5-8-15-32)51-47(60)65-40-28-33(40)16-9-6-10-18-37-42(36-17-11-12-19-38(36)50-44(37)64-35)63-27-13-22-55-25-23-54(3)24-26-55/h4,11-12,17,19,32-35,39-41H,1,5-10,13-16,18,20-31H2,2-3H3,(H,51,60)(H,52,57)(H,53,59)/t33-,34-,35-,39+,40-,41+,49-/m1/s1

Standard InChI Key:  DGBKIENLAAGAIB-GMEWQFOQSA-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: 932.20

Molecular Weight (Monoisotopic): 931.4877

AlogP: 4.84

#Rotatable Bonds: 12

Polar Surface Area: 188.81

Molecular Species: ACID

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.76

CX Basic pKa: 8.14

CX LogP: 3.90

CX LogD: 3.99

Aromatic Rings: 2

Heavy Atoms: 66

QED Weighted: 0.19

Np Likeness Score: 0.24

References

1. Shah U, Jayne C, Chackalamannil S, Velázquez F, Guo Z, Buevich A, Howe JA, Chase R, Soriano A, Agrawal S, Rudd MT, McCauley JA, Liverton NJ, Romano J, Bush K, Coleman PJ, Grisé-Bard C, Brochu MC, Charron S, Aulakh V, Bachand B, Beaulieu P, Zaghdane H, Bhat S, Han Y, Vacca JP, Davies IW, Weber AE, Venkatraman S..  (2014)  Novel Quinoline-Based P2-P4 Macrocyclic Derivatives As Pan-Genotypic HCV NS3/4a Protease Inhibitors.,  5  (3): [PMID:24900818] [10.1021/ml400466p]

Source

Source(1):

• Scientific Literature