Methyl ((R)-2-((S)-2-((4-((3-((S)-1-((R)-2-((methoxycarbonyl)amino)-2-phenylacetyl)pyrrolidine-2-carboxamido)phenyl)ethynyl)phenyl)carbamoyl)pyrrolidin-1-yl)-2-oxo-1-phenylethyl)carbamate

ID: ALA5175669

Chembl Id: CHEMBL5175669

PubChem CID: 168272062

Max Phase: Preclinical

Molecular Formula: C44H44N6O8

Molecular Weight: 784.87

Names and Identifiers

Canonical SMILES:  COC(=O)N[C@@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc(C#Cc2cccc(NC(=O)[C@@H]3CCCN3C(=O)[C@H](NC(=O)OC)c3ccccc3)c2)cc1)c1ccccc1

Standard InChI:  InChI=1S/C44H44N6O8/c1-57-43(55)47-37(31-13-5-3-6-14-31)41(53)49-26-10-18-35(49)39(51)45-33-24-22-29(23-25-33)20-21-30-12-9-17-34(28-30)46-40(52)36-19-11-27-50(36)42(54)38(48-44(56)58-2)32-15-7-4-8-16-32/h3-9,12-17,22-25,28,35-38H,10-11,18-19,26-27H2,1-2H3,(H,45,51)(H,46,52)(H,47,55)(H,48,56)/t35-,36-,37+,38+/m0/s1

Standard InChI Key:  JMMBVIHOAJZFCW-CDBYGCFJSA-N

Alternative Forms

1. Parent:

   

   ALA5175669

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 784.87

Molecular Weight (Monoisotopic): 784.3221

AlogP: 5.14

#Rotatable Bonds: 10

Polar Surface Area: 175.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.53

CX Basic pKa:

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.16

Np Likeness Score: -0.80

References

1. Abdallah M, Hamed MM, Frakolaki E, Katsamakas S, Vassilaki N, Bartenschlager R, Zoidis G, Hirsch AKH, Abdel-Halim M, Abadi AH..  (2022)  Redesigning of the cap conformation and symmetry of the diphenylethyne core to yield highly potent pan-genotypic NS5A inhibitors with high potency and high resistance barrier.,  229  [PMID:34959173] [10.1016/j.ejmech.2021.114034]

Source

Source(1):

• Scientific Literature