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

ID: ALA3251360

Chembl Id: CHEMBL3251360

PubChem CID: 90655751

Max Phase: Preclinical

Molecular Formula: C15H26N5O13P3S

Molecular Weight: 609.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCSc1nc2c(N)ncnc2n1[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/C15H26N5O13P3S/c1-2-3-4-5-37-15-19-9-12(16)17-7-18-13(9)20(15)14-11(22)10(21)8(31-14)6-30-35(26,27)33-36(28,29)32-34(23,24)25/h7-8,10-11,14,21-22H,2-6H2,1H3,(H,26,27)(H,28,29)(H2,16,17,18)(H2,23,24,25)/t8-,10-,11-,14-/m1/s1

Standard InChI Key:  RYNQZAUYSQLOBE-IDTAVKCVSA-N

Alternative Forms

1. Parent:

   

   ALA3251360

   [[(2R,3S,4R,5R)-5-(6-amino-8-pentylsulfanylpurin-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: 609.38

Molecular Weight (Monoisotopic): 609.0461

AlogP: 0.65

#Rotatable Bonds: 13

Polar Surface Area: 279.13

Molecular Species: ACID

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.62

CX LogP: -2.34

CX LogD: -7.49

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.09

Np Likeness Score: 0.55

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