dimethyl ((2R,2'R)-((2S,2'S)-2,2'-(((ethyne-1,2-diylbis(3,1-phenylene))bis(azanediyl))bis(carbonyl))bis(pyrrolidine-2,1-diyl))bis(4-(methylthio)-1-oxobutane-2,1-diyl))dicarbamate

ID: ALA5179217

Chembl Id: CHEMBL5179217

PubChem CID: 168276705

Max Phase: Preclinical

Molecular Formula: C38H48N6O8S2

Molecular Weight: 780.97

Names and Identifiers

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

Standard InChI:  InChI=1S/C38H48N6O8S2/c1-51-37(49)41-29(17-21-53-3)35(47)43-19-7-13-31(43)33(45)39-27-11-5-9-25(23-27)15-16-26-10-6-12-28(24-26)40-34(46)32-14-8-20-44(32)36(48)30(18-22-54-4)42-38(50)52-2/h5-6,9-12,23-24,29-32H,7-8,13-14,17-22H2,1-4H3,(H,39,45)(H,40,46)(H,41,49)(H,42,50)/t29-,30-,31+,32+/m1/s1

Standard InChI Key:  WKCDLSFRXMMOOA-ZRTHHSRSSA-N

Alternative Forms

1. Parent:

   

   ALA5179217

   ---

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: 780.97

Molecular Weight (Monoisotopic): 780.2975

AlogP: 3.90

#Rotatable Bonds: 14

Polar Surface Area: 175.48

Molecular Species: NEUTRAL

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.58

CX Basic pKa:

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.21

Np Likeness Score: -0.77

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