(1R)-1-[5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]ethyl dihydrogen phosphate

ID: ALA603556

Chembl Id: CHEMBL603556

PubChem CID: 46873926

Max Phase: Preclinical

Molecular Formula: C11H16N5O7P

Molecular Weight: 361.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](OP(=O)(O)O)[C@H]1OC(n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C11H16N5O7P/c1-4(23-24(19,20)21)8-6(17)7(18)11(22-8)16-3-15-5-9(12)13-2-14-10(5)16/h2-4,6-8,11,17-18H,1H3,(H2,12,13,14)(H2,19,20,21)/t4-,6+,7-,8-,11?/m1/s1

Standard InChI Key:  DYBVOLZBAYFUSE-OWBHPXMMSA-N

Alternative Forms

1. Parent:

   

   ALA603556

   [(1R)-1-[(2S,3S,4R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]ethyl] dihydrogen 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: 361.25

Molecular Weight (Monoisotopic): 361.0787

AlogP: -1.47

#Rotatable Bonds: 4

Polar Surface Area: 186.07

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.21

CX Basic pKa: 4.88

CX LogP: -4.34

CX LogD: -5.34

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.40

Np Likeness Score: 1.02

References

1. Kappler F, Hai TT, Abo M, Hampton A..  (1982)  Species- or isozyme-specific enzyme inhibitors. 8. Synthesis of disubstituted two-substrate condensation products as inhibitors of rat adenylate kinases.,  25  (10): [PMID:6292418] [10.1021/jm00352a016]

2. Hai TT, Picker D, Abo M, Hampton A..  (1982)  Species- or isozyme-specific enzyme inhibitors. 7. Selective effects in inhibitions of rat adenylate kinase isozymes by adenosine 5'-phosphate derivatives.,  25  (7): [PMID:6286970] [10.1021/jm00349a008]

Source

Source(1):

• Scientific Literature