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

ID: ALA3251365

Chembl Id: CHEMBL3251365

PubChem CID: 90655756

Max Phase: Preclinical

Molecular Formula: C18H31N6O14P3

Molecular Weight: 648.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NCCCCCCNc1ncnc2c1ncn2[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/C18H31N6O14P3/c1-11(25)19-6-4-2-3-5-7-20-16-13-17(22-9-21-16)24(10-23-13)18-15(27)14(26)12(36-18)8-35-40(31,32)38-41(33,34)37-39(28,29)30/h9-10,12,14-15,18,26-27H,2-8H2,1H3,(H,19,25)(H,31,32)(H,33,34)(H,20,21,22)(H2,28,29,30)/t12-,14-,15-,18-/m1/s1

Standard InChI Key:  RWCYUHWDOIKAMW-SCFUHWHPSA-N

Alternative Forms

1. Parent:

   

   ALA3251365

   [[(2R,3S,4R,5R)-5-[6-(6-acetamidohexylamino)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: 648.40

Molecular Weight (Monoisotopic): 648.1111

AlogP: -0.10

#Rotatable Bonds: 16

Polar Surface Area: 294.24

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.90

CX Basic pKa: 4.74

CX LogP: -4.55

CX LogD: -9.68

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.09

Np Likeness Score: 0.73

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