Remdesivir; Veklury

ID: ALA5205032

Chembl Id: CHEMBL5205032

PubChem CID: 168297134

Max Phase: Preclinical

Molecular Formula: C26H33N6O8P

Molecular Weight: 588.56

Names and Identifiers

Canonical SMILES:  CCC(CC)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(c2ccc3c(N)ncnn23)[C@H](O)[C@@H]1O)Oc1ccccc1

Standard InChI:  InChI=1S/C26H33N6O8P/c1-4-17(5-2)38-25(35)16(3)31-41(36,40-18-9-7-6-8-10-18)37-13-20-22(33)23(34)26(14-27,39-20)21-12-11-19-24(28)29-15-30-32(19)21/h6-12,15-17,20,22-23,33-34H,4-5,13H2,1-3H3,(H,31,36)(H2,28,29,30)/t16-,20+,22+,23+,26-,41-/m0/s1

Standard InChI Key:  QHEKHVFPDPTSKM-PZPGFRDGSA-N

Alternative Forms

1. Parent:

   

   ALA5205032

   ---

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: 588.56

Molecular Weight (Monoisotopic): 588.2097

AlogP: 2.06

#Rotatable Bonds: 12

Polar Surface Area: 203.55

Molecular Species: NEUTRAL

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.23

CX Basic pKa: 0.59

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.18

Np Likeness Score: 0.14

References

1. Mackman RL..  (2022)  Phosphoramidate Prodrugs Continue to Deliver, The Journey of Remdesivir (GS-5734) from RSV to SARS-CoV-2.,  13  (3.0): [PMID:35291757] [10.1021/acsmedchemlett.1c00624]

Source

Source(1):

• Scientific Literature