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

ID: ALA4785987

PubChem CID: 162668095

Max Phase: Preclinical

Molecular Formula: C26H35N11O9

Molecular Weight: 645.63

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H35N11O9/c27-21-15-23(31-8-29-21)36(10-33-15)25-19(43)17(41)12(45-25)6-35(3-1-2-14(39)40)4-5-44-20-18(42)13(7-38)46-26(20)37-11-34-16-22(28)30-9-32-24(16)37/h8-13,17-20,25-26,38,41-43H,1-7H2,(H,39,40)(H2,27,29,31)(H2,28,30,32)/t12-,13-,17-,18-,19-,20-,25-,26-/m1/s1

Standard InChI Key:  NRQUMMDGMXTXIB-DQSURDJZSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4785987

   ---

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: 645.63

Molecular Weight (Monoisotopic): 645.2619

AlogP: -2.75

#Rotatable Bonds: 13

Polar Surface Area: 288.39

Molecular Species: ACID

HBA: 19

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.89

CX Basic pKa: 8.39

CX LogP: -5.73

CX LogD: -5.76

Aromatic Rings: 4

Heavy Atoms: 46

QED Weighted: 0.08

Np Likeness Score: 0.58

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