Methyl N-[(2S)-1-[(2S)-2-{5-[4-(4-{2-[(2S)-1-[(2R)-2-(diethylamino)-2-phenylacetyl]pyrrolidin-2-yl]-1H-imidazol-5-yl}phenyl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-1-oxopropan-2-yl]carbamate

ID: ALA3121151

PubChem CID: 57611057

Max Phase: Preclinical

Molecular Formula: C43H50N8O4

Molecular Weight: 742.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)[C@@H](C(=O)N1CCC[C@H]1c1ncc(-c2ccc(-c3ccc(-c4cnc([C@@H]5CCCN5C(=O)[C@H](C)NC(=O)OC)[nH]4)cc3)cc2)[nH]1)c1ccccc1

Standard InChI:  InChI=1S/C43H50N8O4/c1-5-49(6-2)38(33-12-8-7-9-13-33)42(53)51-25-11-15-37(51)40-45-27-35(48-40)32-22-18-30(19-23-32)29-16-20-31(21-17-29)34-26-44-39(47-34)36-14-10-24-50(36)41(52)28(3)46-43(54)55-4/h7-9,12-13,16-23,26-28,36-38H,5-6,10-11,14-15,24-25H2,1-4H3,(H,44,47)(H,45,48)(H,46,54)/t28-,36-,37-,38+/m0/s1

Standard InChI Key:  XGOPQHNOBPMOHT-QQFMLMFISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3121151

   methyl N-[(1S)-2-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2R)-2-(diethylamino)-2-phenyl-acetyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-1-methyl-2-oxo-ethyl]carbamate

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: 742.93

Molecular Weight (Monoisotopic): 742.3955

AlogP: 7.29

#Rotatable Bonds: 12

Polar Surface Area: 139.55

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.15

CX Basic pKa: 7.82

CX LogP: 4.86

CX LogD: 4.28

Aromatic Rings: 5

Heavy Atoms: 55

QED Weighted: 0.12

Np Likeness Score: -0.76

References

1. Belema M, Nguyen VN, Bachand C, Deon DH, Goodrich JT, James CA, Lavoie R, Lopez OD, Martel A, Romine JL, Ruediger EH, Snyder LB, St Laurent DR, Yang F, Zhu J, Wong HS, Langley DR, Adams SP, Cantor GH, Chimalakonda A, Fura A, Johnson BM, Knipe JO, Parker DD, Santone KS, Fridell RA, Lemm JA, O'Boyle DR, Colonno RJ, Gao M, Meanwell NA, Hamann LG..  (2014)  Hepatitis C virus NS5A replication complex inhibitors: the discovery of daclatasvir.,  57  (5): [PMID:24521299] [10.1021/jm401836p]

Source

Source(1):

• Scientific Literature