(2R,5S)-2-(6-Amino-purin-9-yl)-5-{[{2-[(2R,5S)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl}-(4-chloro-3-nitro-benzyl)-amino]-methyl}-tetrahydro-furan-3,4-diol

ID: ALA4794026

PubChem CID: 162672848

Max Phase: Preclinical

Molecular Formula: C29H33ClN12O9

Molecular Weight: 729.11

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)Cc2ccc(Cl)c([N+](=O)[O-])c2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C29H33ClN12O9/c30-14-2-1-13(5-15(14)42(47)48)6-39(7-16-20(44)22(46)28(50-16)40-11-37-18-24(31)33-9-35-26(18)40)3-4-49-23-21(45)17(8-43)51-29(23)41-12-38-19-25(32)34-10-36-27(19)41/h1-2,5,9-12,16-17,20-23,28-29,43-46H,3-4,6-8H2,(H2,31,33,35)(H2,32,34,36)/t16-,17-,20-,21-,22-,23-,28-,29-/m1/s1

Standard InChI Key:  IMQCIAAEWSIDFW-SIWDPEQMSA-N

Molfile:  

 
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M  CHG  2  48   1  50  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4794026

   ---

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: 729.11

Molecular Weight (Monoisotopic): 728.2182

AlogP: -0.85

#Rotatable Bonds: 12

Polar Surface Area: 294.23

Molecular Species: NEUTRAL

HBA: 20

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.35

CX Basic pKa: 6.71

CX LogP: -0.73

CX LogD: -0.81

Aromatic Rings: 5

Heavy Atoms: 51

QED Weighted: 0.07

Np Likeness Score: -0.02

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