N-[(2S,5R)-5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl]-N-{2-[(2R,5S)-2-(6-amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl}-4-methoxy-2-nitro-benzenesulfonamide

ID: ALA4780071

PubChem CID: 162663830

Max Phase: Preclinical

Molecular Formula: C29H34N12O12S

Molecular Weight: 774.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N(CCO[C@@H]2[C@H](O)[C@@H](CO)O[C@H]2n2cnc3c(N)ncnc32)C[C@H]2O[C@@H](n3cnc4c(N)ncnc43)[C@H](O)[C@@H]2O)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C29H34N12O12S/c1-50-13-2-3-17(14(6-13)41(46)47)54(48,49)38(7-15-20(43)22(45)28(52-15)39-11-36-18-24(30)32-9-34-26(18)39)4-5-51-23-21(44)16(8-42)53-29(23)40-12-37-19-25(31)33-10-35-27(19)40/h2-3,6,9-12,15-16,20-23,28-29,42-45H,4-5,7-8H2,1H3,(H2,30,32,34)(H2,31,33,35)/t15-,16-,20-,21-,22-,23-,28-,29-/m1/s1

Standard InChI Key:  CWTOAPIPACBYSY-KPOWLJOUSA-N

Molfile:  

 
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M  CHG  2  50   1  52  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4780071

   ---

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: 774.73

Molecular Weight (Monoisotopic): 774.2140

AlogP: -2.31

#Rotatable Bonds: 13

Polar Surface Area: 337.60

Molecular Species: NEUTRAL

HBA: 22

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.35

CX Basic pKa: 5.22

CX LogP: -2.38

CX LogD: -2.38

Aromatic Rings: 5

Heavy Atoms: 54

QED Weighted: 0.05

Np Likeness Score: -0.03

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