6-(6-Mercapto-purin-9-yl)-2-oxo-tetrahydro-2lambda*5*-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol

ID: ALA3142496

Chembl Id: CHEMBL3142496

PubChem CID: 21829707

Max Phase: Preclinical

Molecular Formula: C10H11N4O6PS

Molecular Weight: 346.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=P1(O)OC[C@H]2O[C@@H](n3cnc4c(=S)[nH]cnc43)[C@H](O)[C@@H]2O1

Standard InChI:  InChI=1S/C10H11N4O6PS/c15-6-7-4(1-18-21(16,17)20-7)19-10(6)14-3-13-5-8(14)11-2-12-9(5)22/h2-4,6-7,10,15H,1H2,(H,16,17)(H,11,12,22)/t4-,6-,7-,10-/m1/s1

Standard InChI Key:  JTFLPNUVMQRDAX-KQYNXXCUSA-N

Alternative Forms

1. Parent:

   

   ALA3142496

   9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-3H-purine-6-thione

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: 346.26

Molecular Weight (Monoisotopic): 346.0137

AlogP: 0.26

#Rotatable Bonds: 1

Polar Surface Area: 131.72

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.95

CX Basic pKa: 1.21

CX LogP: -1.28

CX LogD: -3.19

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.49

Np Likeness Score: 1.11

References

1. Miller JP, Boswell KH, Meyer RB, Christensen LF, Robins RK..  (1980)  Synthesis and enzymatic and inotropic activity of some new 8-substituted and 6,8-disubstituted derivatives of adenosine cyclic 3',5'-monophosphate.,  23  (3): [PMID:6245211] [10.1021/jm00177a007]

2. Meyer RB, Stone TE, Ullman B..  (1979)  2'-O-Acyl-6-thioinosine cyclic 3',5'-phosphates as prodrugs of thioinosinic acid.,  22  (7): [PMID:221658] [10.1021/jm00193a012]

Source

Source(1):

• Scientific Literature