ID: ALA3128170

Max Phase: Preclinical

Molecular Formula: C45H47N9O3

Molecular Weight: 761.93

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)[C@@H](C(=O)N1CCC[C@H]1c1nc2cc(-c3cnc(-c4ccc5[nH]c([C@@H]6CCCN6C(=O)[C@@H](c6ccccc6)N(C)C)nc5c4)o3)ccc2[nH]1)c1ccccc1

Standard InChI:  InChI=1S/C45H47N9O3/c1-51(2)39(28-13-7-5-8-14-28)44(55)53-23-11-17-36(53)41-47-32-21-19-30(25-34(32)49-41)38-27-46-43(57-38)31-20-22-33-35(26-31)50-42(48-33)37-18-12-24-54(37)45(56)40(52(3)4)29-15-9-6-10-16-29/h5-10,13-16,19-22,25-27,36-37,39-40H,11-12,17-18,23-24H2,1-4H3,(H,47,49)(H,48,50)/t36-,37-,39+,40+/m0/s1

Standard InChI Key:  TZDXGMWKFZFYGY-HTNZGVODSA-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: 761.93

Molecular Weight (Monoisotopic): 761.3802

AlogP: 7.69

#Rotatable Bonds: 10

Polar Surface Area: 130.49

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 10.52

CX Basic pKa: 7.57

CX LogP: 5.45

CX LogD: 4.97

Aromatic Rings: 7

Heavy Atoms: 57

QED Weighted: 0.15

Np Likeness Score: -0.75

References

1. Belema M, Nguyen VN, Romine JL, St Laurent DR, Lopez OD, Goodrich JT, Nower PT, O'Boyle DR, Lemm JA, Fridell RA, Gao M, Fang H, Krause RG, Wang YK, Oliver AJ, Good AC, Knipe JO, Meanwell NA, Snyder LB..  (2014)  Hepatitis C virus NS5A replication complex inhibitors. Part 6: Discovery of a novel and highly potent biarylimidazole chemotype with inhibitory activity toward genotypes 1a and 1b replicons.,  57  (5): [PMID:24437689] [10.1021/jm4016203]

2. Ivachtchenko AV, Mitkin OD, Yamanushkin PM, Kuznetsova IV, Bulanova EA, Shevkun NA, Koryakova AG, Karapetian RN, Bichko VV, Trifelenkov AS, Kravchenko DV, Vostokova NV, Veselov MS, Chufarova NV, Ivanenkov YA..  (2014)  Discovery of novel highly potent hepatitis C virus NS5A inhibitor (AV4025).,  57  (18): [PMID:25148100] [10.1021/jm500951r]

Source

Source(1):

• Scientific Literature