4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-benzenesulfonamide

ID: ALA290589

Chembl Id: CHEMBL290589

PubChem CID: 24774977

Max Phase: Preclinical

Molecular Formula: C17H21N5O4S

Molecular Weight: 391.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCn1c(=O)c2nc(-c3ccc(S(N)(=O)=O)cc3)[nH]c2n(CCC)c1=O

Standard InChI:  InChI=1S/C17H21N5O4S/c1-3-9-21-15-13(16(23)22(10-4-2)17(21)24)19-14(20-15)11-5-7-12(8-6-11)27(18,25)26/h5-8H,3-4,9-10H2,1-2H3,(H,19,20)(H2,18,25,26)

Standard InChI Key:  KVMSZKHUQAEDGT-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA290589

   4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-benzenesulfonamide

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: 391.45

Molecular Weight (Monoisotopic): 391.1314

AlogP: 1.02

#Rotatable Bonds: 6

Polar Surface Area: 132.84

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.55

CX Basic pKa: 1.64

CX LogP: 1.58

CX LogD: 1.38

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -1.25

References

1. Daly JW, Padgett WL, Shamim MT..  (1986)  Analogues of 1,3-dipropyl-8-phenylxanthine: enhancement of selectivity at A1-adenosine receptors by aryl substituents.,  29  (8): [PMID:3016270] [10.1021/jm00158a034]

2. Jacobson KA, Shi D, Gallo-Rodriguez C, Manning M, Müller C, Daly JW, Neumeyer JL, Kiriasis L, Pfleiderer W..  (1993)  Effect of trifluoromethyl and other substituents on activity of xanthines at adenosine receptors.,  36  (18): [PMID:8410976] [10.1021/jm00070a007]

Source

Source(1):

• Scientific Literature