dimethyl ((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(4-methyl-1-oxopentane-2,1-diyl))dicarbamate

ID: ALA5201104

Chembl Id: CHEMBL5201104

PubChem CID: 168290861

Max Phase: Preclinical

Molecular Formula: C40H52N6O8

Molecular Weight: 744.89

Names and Identifiers

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

Standard InChI:  InChI=1S/C40H52N6O8/c1-25(2)21-31(43-39(51)53-5)37(49)45-19-9-15-33(45)35(47)41-29-13-7-11-27(23-29)17-18-28-12-8-14-30(24-28)42-36(48)34-16-10-20-46(34)38(50)32(22-26(3)4)44-40(52)54-6/h7-8,11-14,23-26,31-34H,9-10,15-16,19-22H2,1-6H3,(H,41,47)(H,42,48)(H,43,51)(H,44,52)/t31-,32-,33-,34-/m0/s1

Standard InChI Key:  HMTLQWZNDXHDHH-CUPIEXAXSA-N

Alternative Forms

1. Parent:

   

   ALA5201104

   ---

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: 744.89

Molecular Weight (Monoisotopic): 744.3847

AlogP: 4.49

#Rotatable Bonds: 12

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: 12.61

CX Basic pKa:

CX LogP: 4.72

CX LogD: 4.72

Aromatic Rings: 2

Heavy Atoms: 54

QED Weighted: 0.23

Np Likeness Score: -0.61

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