Di-phosphoric acid 2-(6-Amino-2-butylsulfanyl-purin-9-yl)-5-methyl-tetrahydro-furan-3,4-diol

ID: ALA610359

Chembl Id: CHEMBL610359

PubChem CID: 46875356

Max Phase: Preclinical

Molecular Formula: C14H23N5O10P2S

Molecular Weight: 515.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCSc1nc(N)c2ncn(C3O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C14H23N5O10P2S/c1-2-3-4-32-14-17-11(15)8-12(18-14)19(6-16-8)13-10(21)9(20)7(28-13)5-27-31(25,26)29-30(22,23)24/h6-7,9-10,13,20-21H,2-5H2,1H3,(H,25,26)(H2,15,17,18)(H2,22,23,24)/t7-,9-,10-,13?/m1/s1

Standard InChI Key:  JGRFWZCIERDWAR-RJNFYWFKSA-N

Alternative Forms

1. Parent:

   

   ALA610359

   [(2R,3S,4R)-5-(6-amino-2-butylsulfanylpurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 515.38

Molecular Weight (Monoisotopic): 515.0641

AlogP: 0.15

#Rotatable Bonds: 10

Polar Surface Area: 232.60

Molecular Species: ACID

HBA: 13

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.77

CX Basic pKa: 5.12

CX LogP: -2.46

CX LogD: -5.15

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.11

Np Likeness Score: 0.64

References

1. Gendron FP, Halbfinger E, Fischer B, Duval M, D'Orléans-Juste P, Beaudoin AR..  (2000)  Novel inhibitors of nucleoside triphosphate diphosphohydrolases: chemical synthesis and biochemical and pharmacological characterizations.,  43  (11): [PMID:10841802] [10.1021/jm000020b]

Source

Source(1):

• Scientific Literature