{5-[6-amino-8-(ethylthio)-9H-purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-yl}methyl dihydrogen phosphate

ID: ALA2368667

Chembl Id: CHEMBL2368667

PubChem CID: 73355990

Max Phase: Preclinical

Molecular Formula: C12H17N5NaO7PS

Molecular Weight: 407.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCSc1nc2c(N)ncnc2n1[C@@H]1O[C@H](COP(=O)([O-])O)[C@@H](O)[C@H]1O.[Na+]

Standard InChI:  InChI=1S/C12H18N5O7PS.Na/c1-2-26-12-16-6-9(13)14-4-15-10(6)17(12)11-8(19)7(18)5(24-11)3-23-25(20,21)22;/h4-5,7-8,11,18-19H,2-3H2,1H3,(H2,13,14,15)(H2,20,21,22);/q;+1/p-1/t5-,7-,8-,11-;/m1./s1

Standard InChI Key:  YZEZVAMCILCLBQ-YCSZXMBFSA-M

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: 407.35

Molecular Weight (Monoisotopic): 407.0665

AlogP: -0.75

#Rotatable Bonds: 6

Polar Surface Area: 186.07

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.22

CX Basic pKa: 4.60

CX LogP: -2.91

CX LogD: -4.18

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.30

Np Likeness Score: 0.28

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. Hampton A, Kappler F, Picker D..  (1982)  Species- or isozyme-specific enzyme inhibitors. 4. Design of a two-site inhibitor of adenylate kinase with isozyme selectivity.,  25  (6): [PMID:6284937] [10.1021/jm00348a006]

Source

Source(1):

• Scientific Literature