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

ID: ALA5189551

Chembl Id: CHEMBL5189551

PubChem CID: 168282835

Max Phase: Preclinical

Molecular Formula: C41H46N6O8

Molecular Weight: 750.85

Names and Identifiers

Canonical SMILES:  COC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)Nc1cccc(C#Cc2cccc(NC(=O)[C@@H]3CCCN3C(=O)[C@H](NC(=O)OC)c3ccccc3)c2)c1)C(C)C

Standard InChI:  InChI=1S/C41H46N6O8/c1-26(2)34(44-40(52)54-3)38(50)46-22-10-18-32(46)36(48)42-30-16-8-12-27(24-30)20-21-28-13-9-17-31(25-28)43-37(49)33-19-11-23-47(33)39(51)35(45-41(53)55-4)29-14-6-5-7-15-29/h5-9,12-17,24-26,32-35H,10-11,18-19,22-23H2,1-4H3,(H,42,48)(H,43,49)(H,44,52)(H,45,53)/t32-,33-,34-,35+/m0/s1

Standard InChI Key:  FHUDTUVXTASMDZ-AYXCPNKJSA-N

Alternative Forms

1. Parent:

   

   ALA5189551

   ---

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: 750.85

Molecular Weight (Monoisotopic): 750.3377

AlogP: 4.42

#Rotatable Bonds: 10

Polar Surface Area: 175.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.50

CX Basic pKa:

CX LogP: 4.46

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 55

QED Weighted: 0.22

Np Likeness Score: -0.75

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