((2R,3S,4R,5R)-5-(6-amino-8-(2-hydroxyethylthio)-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyltriphosphoric acid

ID: ALA3251361

Chembl Id: CHEMBL3251361

PubChem CID: 90655752

Max Phase: Preclinical

Molecular Formula: C12H20N5O14P3S

Molecular Weight: 583.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1nc(SCCO)n2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H20N5O14P3S/c13-9-6-10(15-4-14-9)17(12(16-6)35-2-1-18)11-8(20)7(19)5(29-11)3-28-33(24,25)31-34(26,27)30-32(21,22)23/h4-5,7-8,11,18-20H,1-3H2,(H,24,25)(H,26,27)(H2,13,14,15)(H2,21,22,23)/t5-,7-,8-,11-/m1/s1

Standard InChI Key:  OCNCNEOBIRRRFY-IOSLPCCCSA-N

Alternative Forms

1. Parent:

   

   ALA3251361

   [[(2R,3S,4R,5R)-5-[6-amino-8-(2-hydroxyethylsulfanyl)purin-9-yl]-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 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: 583.30

Molecular Weight (Monoisotopic): 582.9940

AlogP: -1.54

#Rotatable Bonds: 11

Polar Surface Area: 299.36

Molecular Species: ACID

HBA: 16

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.62

CX LogP: -4.96

CX LogD: -10.11

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.11

Np Likeness Score: 0.64

References

1. Hampton A, Picker D..  (1979)  Design of species- or isozyme-specific enzyme inhibitors. 3. Species and isozymic differences between mammalian and bacterial adenylate kinases in substituent tolerance in an enzyme-substrate complex.,  22  (12): [PMID:231655] [10.1021/jm00198a018]

Source

Source(1):

• Scientific Literature