diethyl ((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: ALA5173669

Chembl Id: CHEMBL5173669

PubChem CID: 168277631

Max Phase: Preclinical

Molecular Formula: C42H56N6O8

Molecular Weight: 772.94

Names and Identifiers

Canonical SMILES:  CCOC(=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)OCC)c2)c1

Standard InChI:  InChI=1S/C42H56N6O8/c1-7-55-41(53)45-33(23-27(3)4)39(51)47-21-11-17-35(47)37(49)43-31-15-9-13-29(25-31)19-20-30-14-10-16-32(26-30)44-38(50)36-18-12-22-48(36)40(52)34(24-28(5)6)46-42(54)56-8-2/h9-10,13-16,25-28,33-36H,7-8,11-12,17-18,21-24H2,1-6H3,(H,43,49)(H,44,50)(H,45,53)(H,46,54)/t33-,34-,35-,36-/m0/s1

Standard InChI Key:  JVEDBURJFTVMJP-ZYADHFCISA-N

Alternative Forms

1. Parent:

   

   ALA5173669

   ---

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: 772.94

Molecular Weight (Monoisotopic): 772.4160

AlogP: 5.27

#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: 12.63

CX Basic pKa:

CX LogP: 5.43

CX LogD: 5.43

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.19

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