(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-benzyl)-amino]-methyl}-tetrahydro-furan-3,4-diol

ID: ALA4783707

PubChem CID: 162666627

Max Phase: Preclinical

Molecular Formula: C29H34ClN11O7

Molecular Weight: 684.11

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)cc2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C29H34ClN11O7/c30-15-3-1-14(2-4-15)7-39(8-16-20(43)22(45)28(47-16)40-12-37-18-24(31)33-10-35-26(18)40)5-6-46-23-21(44)17(9-42)48-29(23)41-13-38-19-25(32)34-11-36-27(19)41/h1-4,10-13,16-17,20-23,28-29,42-45H,5-9H2,(H2,31,33,35)(H2,32,34,36)/t16-,17-,20-,21-,22-,23-,28-,29-/m1/s1

Standard InChI Key:  MTKQLADCZHXSQO-SIWDPEQMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4783707

   ---

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: 684.11

Molecular Weight (Monoisotopic): 683.2331

AlogP: -0.76

#Rotatable Bonds: 11

Polar Surface Area: 251.09

Molecular Species: NEUTRAL

HBA: 18

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.35

CX Basic pKa: 7.34

CX LogP: -0.67

CX LogD: -0.95

Aromatic Rings: 5

Heavy Atoms: 48

QED Weighted: 0.10

Np Likeness Score: 0.25

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