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

ID: ALA5169506

Chembl Id: CHEMBL5169506

PubChem CID: 168269507

Max Phase: Preclinical

Molecular Formula: C38H48N6O8

Molecular Weight: 716.84

Names and Identifiers

Canonical SMILES:  COC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)Nc1ccc(C#Cc2ccc(NC(=O)[C@@H]3CCCN3C(=O)[C@@H](NC(=O)OC)C(C)C)cc2)cc1)C(C)C

Standard InChI:  InChI=1S/C38H48N6O8/c1-23(2)31(41-37(49)51-5)35(47)43-21-7-9-29(43)33(45)39-27-17-13-25(14-18-27)11-12-26-15-19-28(20-16-26)40-34(46)30-10-8-22-44(30)36(48)32(24(3)4)42-38(50)52-6/h13-20,23-24,29-32H,7-10,21-22H2,1-6H3,(H,39,45)(H,40,46)(H,41,49)(H,42,50)/t29-,30-,31-,32-/m0/s1

Standard InChI Key:  LHBSGMKYUSKJLM-YDPTYEFTSA-N

Alternative Forms

1. Parent:

   

   ALA5169506

   ---

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: 716.84

Molecular Weight (Monoisotopic): 716.3534

AlogP: 3.71

#Rotatable Bonds: 10

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: 12.84

CX Basic pKa:

CX LogP: 3.98

CX LogD: 3.98

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.27

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