(2S,4R)-N-((1R,2S)-1-(cyclopropylsulfonylcarbamoyl)-2-vinylcyclopropyl)-1-((S)-2-(3-((S)-3,3-dimethyl-1-oxo-1-(4-(pyrimidin-2-yl)piperazin-1-yl)butan-2-yl)ureido)-3,3-dimethylbutanoyl)-4-(6-methoxyisoquinolin-1-yloxy)pyrrolidine-2-carboxamide

ID: ALA4225149

Chembl Id: CHEMBL4225149

PubChem CID: 145968053

Max Phase: Preclinical

Molecular Formula: C45H60N10O9S

Molecular Weight: 917.10

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@@H]1C[C@]1(NC(=O)[C@@H]1C[C@@H](Oc2nccc3cc(OC)ccc23)CN1C(=O)[C@@H](NC(=O)N[C@H](C(=O)N1CCN(c2ncccn2)CC1)C(C)(C)C)C(C)(C)C)C(=O)NS(=O)(=O)C1CC1

Standard InChI:  InChI=1S/C45H60N10O9S/c1-9-28-25-45(28,40(59)52-65(61,62)31-12-13-31)51-36(56)33-24-30(64-37-32-14-11-29(63-8)23-27(32)15-18-46-37)26-55(33)39(58)35(44(5,6)7)50-42(60)49-34(43(2,3)4)38(57)53-19-21-54(22-20-53)41-47-16-10-17-48-41/h9-11,14-18,23,28,30-31,33-35H,1,12-13,19-22,24-26H2,2-8H3,(H,51,56)(H,52,59)(H2,49,50,60)/t28-,30-,33+,34-,35-,45-/m1/s1

Standard InChI Key:  ZRQUXAFGWKDGRE-RYPDPAJDSA-N

Alternative Forms

1. Parent:

   

   ALA4225149

   ---

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

Calculated Properties

Molecular Weight: 917.10

Molecular Weight (Monoisotopic): 916.4265

AlogP: 2.53

#Rotatable Bonds: 14

Polar Surface Area: 234.46

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.60

CX Basic pKa: 4.53

CX LogP: 1.77

CX LogD: 1.57

Aromatic Rings: 3

Heavy Atoms: 65

QED Weighted: 0.17

Np Likeness Score: -0.49

References

1. Venables BL, Sin N, Wang AX, Sun LQ, Tu Y, Hernandez D, Sheaffer A, Lee M, Dunaj C, Zhai G, Barry D, Friborg J, Yu F, Knipe J, Sandquist J, Falk P, Parker D, Good AC, Rajamani R, McPhee F, Meanwell NA, Scola PM..  (2018)  P3-P4 ureas and reverse carbamates as potent HCV NS3 protease inhibitors: Effective transposition of the P4 hydrogen bond donor.,  28  (10): [PMID:29650290] [10.1016/j.bmcl.2018.04.009]

Source

Source(1):

• Scientific Literature