dimethyl ((1S,1'S)-((2S,2'S)-2,2'-(((ethyne-1,2-diylbis(3,1-phenylene))bis(azanediyl))bis(carbonyl))bis(pyrrolidine-2,1-diyl))bis(2-oxo-1-phenylethane-2,1-diyl))dicarbamate

ID: ALA5176096

Chembl Id: CHEMBL5176096

PubChem CID: 168275779

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)Nc1cccc(C#Cc2cccc(NC(=O)[C@@H]3CCCN3C(=O)[C@@H](NC(=O)OC)c3ccccc3)c2)c1)c1ccccc1

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

Standard InChI Key:  DLGIPJILEDVCCU-ZQWQDMLBSA-N

Alternative Forms

1. Parent:

   

   ALA5176096

   ---

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: 12.44

CX Basic pKa:

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.16

Np Likeness Score: -0.70

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