dibutyl ((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: ALA5187321

Chembl Id: CHEMBL5187321

PubChem CID: 168283113

Max Phase: Preclinical

Molecular Formula: C46H64N6O8

Molecular Weight: 829.05

Names and Identifiers

Canonical SMILES:  CCCCOC(=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)OCCCC)c2)c1

Standard InChI:  InChI=1S/C46H64N6O8/c1-7-9-25-59-45(57)49-37(27-31(3)4)43(55)51-23-13-19-39(51)41(53)47-35-17-11-15-33(29-35)21-22-34-16-12-18-36(30-34)48-42(54)40-20-14-24-52(40)44(56)38(28-32(5)6)50-46(58)60-26-10-8-2/h11-12,15-18,29-32,37-40H,7-10,13-14,19-20,23-28H2,1-6H3,(H,47,53)(H,48,54)(H,49,57)(H,50,58)/t37-,38-,39-,40-/m0/s1

Standard InChI Key:  YBOAZNCNPGOFGN-YKKXUYLKSA-N

Alternative Forms

1. Parent:

   

   ALA5187321

   ---

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: 829.05

Molecular Weight (Monoisotopic): 828.4786

AlogP: 6.83

#Rotatable Bonds: 18

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: 12.66

CX Basic pKa:

CX LogP: 7.36

CX LogD: 7.36

Aromatic Rings: 2

Heavy Atoms: 60

QED Weighted: 0.09

Np Likeness Score: -0.54

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