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

ID: ALA3251362

Chembl Id: CHEMBL3251362

PubChem CID: 90655753

Max Phase: Preclinical

Molecular Formula: C14H24N5O14P3S

Molecular Weight: 611.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1nc(SCCCCO)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/C14H24N5O14P3S/c15-11-8-12(17-6-16-11)19(14(18-8)37-4-2-1-3-20)13-10(22)9(21)7(31-13)5-30-35(26,27)33-36(28,29)32-34(23,24)25/h6-7,9-10,13,20-22H,1-5H2,(H,26,27)(H,28,29)(H2,15,16,17)(H2,23,24,25)/t7-,9-,10-,13-/m1/s1

Standard InChI Key:  NVAIRALDUYDSJP-QYVSTXNMSA-N

Alternative Forms

1. Parent:

   

   ALA3251362

   [[(2R,3S,4R,5R)-5-[6-amino-8-(4-hydroxybutylsulfanyl)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: 611.36

Molecular Weight (Monoisotopic): 611.0253

AlogP: -0.76

#Rotatable Bonds: 13

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: 0.86

CX Basic pKa: 7.42

CX LogP: -4.22

CX LogD: -9.37

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.08

Np Likeness Score: 0.63

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