dibenzyl ((2S,2'S)-((2S,2'S)-2,2'-(((ethyne-1,2-diylbis(3,1-phenylene))bis(azanediyl))bis(carbonyl))bis(pyrrolidine-2,1-diyl))bis(3-methyl-1-oxobutane-2,1-diyl))dicarbamate

ID: ALA5202477

Chembl Id: CHEMBL5202477

PubChem CID: 168292696

Max Phase: Preclinical

Molecular Formula: C50H56N6O8

Molecular Weight: 869.03

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)OCc1ccccc1)C(=O)N1CCC[C@H]1C(=O)Nc1cccc(C#Cc2cccc(NC(=O)[C@@H]3CCCN3C(=O)[C@@H](NC(=O)OCc3ccccc3)C(C)C)c2)c1

Standard InChI:  InChI=1S/C50H56N6O8/c1-33(2)43(53-49(61)63-31-37-15-7-5-8-16-37)47(59)55-27-13-23-41(55)45(57)51-39-21-11-19-35(29-39)25-26-36-20-12-22-40(30-36)52-46(58)42-24-14-28-56(42)48(60)44(34(3)4)54-50(62)64-32-38-17-9-6-10-18-38/h5-12,15-22,29-30,33-34,41-44H,13-14,23-24,27-28,31-32H2,1-4H3,(H,51,57)(H,52,58)(H,53,61)(H,54,62)/t41-,42-,43-,44-/m0/s1

Standard InChI Key:  MYRYTHQOXAVRHP-ITMZJIMRSA-N

Alternative Forms

1. Parent:

   

   ALA5202477

   ---

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: 869.03

Molecular Weight (Monoisotopic): 868.4160

AlogP: 6.85

#Rotatable Bonds: 14

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: 12.61

CX Basic pKa:

CX LogP: 7.43

CX LogD: 7.43

Aromatic Rings: 4

Heavy Atoms: 64

QED Weighted: 0.10

Np Likeness Score: -0.57

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