Methyl ((R)-2-((R)-2-((3-((3-(2-((S)-1-((R)-2-((methoxycarbonyl)amino)-2-phenylacetyl)pyrrolidin-2-yl)-1H-imidazole-5-yl)phenyl)ethynyl)phenyl)carbamoyl)pyrrolidin-1-yl)-2-oxo-1-phenylethyl)carbamate

ID: ALA5205308

Chembl Id: CHEMBL5205308

PubChem CID: 168295600

Max Phase: Preclinical

Molecular Formula: C46H45N7O7

Molecular Weight: 807.91

Names and Identifiers

Canonical SMILES:  COC(=O)N[C@@H](C(=O)N1CCC[C@H]1C(=O)Nc1cccc(C#Cc2cccc(-c3cnc([C@@H]4CCCN4C(=O)[C@H](NC(=O)OC)c4ccccc4)[nH]3)c2)c1)c1ccccc1

Standard InChI:  InChI=1S/C46H45N7O7/c1-59-45(57)50-39(32-15-5-3-6-16-32)43(55)52-25-11-21-37(52)41-47-29-36(49-41)34-19-9-13-30(27-34)23-24-31-14-10-20-35(28-31)48-42(54)38-22-12-26-53(38)44(56)40(51-46(58)60-2)33-17-7-4-8-18-33/h3-10,13-20,27-29,37-40H,11-12,21-22,25-26H2,1-2H3,(H,47,49)(H,48,54)(H,50,57)(H,51,58)/t37-,38-,39+,40+/m0/s1

Standard InChI Key:  PVVXRWYVOAUMPC-JPYDVTDNSA-N

Alternative Forms

1. Parent:

   

   ALA5205308

   ---

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: 807.91

Molecular Weight (Monoisotopic): 807.3380

AlogP: 6.26

#Rotatable Bonds: 10

Polar Surface Area: 175.06

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.40

CX Basic pKa: 5.77

CX LogP: 5.28

CX LogD: 5.27

Aromatic Rings: 5

Heavy Atoms: 60

QED Weighted: 0.12

Np Likeness Score: -0.88

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