(2S)-4({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl}(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}ethyl)amino)-2-azaniumylbutanoate

ID: ALA4778451

PubChem CID: 162644307

Max Phase: Preclinical

Molecular Formula: C26H36N12O9

Molecular Weight: 660.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](CN(CCO[C@@H]2[C@H](O)[C@@H](CO)O[C@H]2n2cnc3c(N)ncnc32)CC[C@H](N)C(=O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C26H36N12O9/c27-11(26(43)44)1-2-36(5-12-16(40)18(42)24(46-12)37-9-34-14-20(28)30-7-32-22(14)37)3-4-45-19-17(41)13(6-39)47-25(19)38-10-35-15-21(29)31-8-33-23(15)38/h7-13,16-19,24-25,39-42H,1-6,27H2,(H,43,44)(H2,28,30,32)(H2,29,31,33)/t11-,12+,13+,16+,17+,18+,19+,24+,25+/m0/s1

Standard InChI Key:  VARPYCITMAHXAE-CZUOOHDMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4778451

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 660.65

Molecular Weight (Monoisotopic): 660.2728

AlogP: -3.81

#Rotatable Bonds: 13

Polar Surface Area: 314.41

Molecular Species: ZWITTERION

HBA: 20

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.60

CX Basic pKa: 9.19

CX LogP: -6.37

CX LogD: -6.38

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.07

Np Likeness Score: 0.71

References

1. Ahmed-Belkacem R,Sutto-Ortiz P,Guiraud M,Canard B,Vasseur JJ,Decroly E,Debart F.  (2020)  Synthesis of adenine dinucleosides SAM analogs as specific inhibitors of SARS-CoV nsp14 RNA cap guanine-N7-methyltransferase.,  201  [PMID:32563813] [10.1016/j.ejmech.2020.112557]

Source

Source(1):

• Scientific Literature