{[({5-[6-amino-2-(methylsulfanyl)-9H-purin-9-yl]-3,4-dihydroxyoxolan-2-yl}methoxy)(oxido)sulfanyl-phosphanyl phosphonato]oxy}phosphonate

ID: ALA2092819

Chembl Id: CHEMBL2092819

PubChem CID: 70693397

Max Phase: Preclinical

Molecular Formula: C11H18N5O12P3S2

Molecular Weight: 569.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1nc(N)c2ncn(C3O[C@H](CO[P@@](O)(=S)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2n1

Standard InChI:  InChI=1S/C11H18N5O12P3S2/c1-33-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(26-10)2-25-31(24,32)28-30(22,23)27-29(19,20)21/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H,24,32)(H2,12,14,15)(H2,19,20,21)/t4-,6-,7-,10?,31-/m1/s1

Standard InChI Key:  WJQPBUVDCRWFKD-ZTQXQYKHSA-N

Alternative Forms

1. Parent:

   

   ALA2092819

   [[(2R,3S,4R)-5-(6-amino-2-methylsulfanylpurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphinothioyl] 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: 569.34

Molecular Weight (Monoisotopic): 568.9606

AlogP: -0.79

#Rotatable Bonds: 9

Polar Surface Area: 262.06

Molecular Species: ACID

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.06

CX Basic pKa: 5.16

CX LogP: -3.10

CX LogD: -8.28

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.11

Np Likeness Score: 0.64

References

1. Major DT, Nahum V, Wang Y, Reiser G, Fischer B..  (2004)  Molecular recognition in purinergic receptors. 2. Diastereoselectivity of the h-P2Y1-receptor.,  47  (18): [PMID:15317453] [10.1021/jm049771u]

Source

Source(1):

• Scientific Literature