1,3-Bis(cyclopropylmethyl)-8-bis[(4-methoxyphenylsulfonyl)amino]7-(4-methoxybenzyl)xanthine

ID: ALA144695

Chembl Id: CHEMBL144695

PubChem CID: 9987540

Max Phase: Preclinical

Molecular Formula: C35H37N5O9S2

Molecular Weight: 735.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(N(S(=O)(=O)c3ccc(OC)cc3)S(=O)(=O)c3ccc(OC)cc3)nc3c2c(=O)n(CC2CC2)c(=O)n3CC2CC2)cc1

Standard InChI:  InChI=1S/C35H37N5O9S2/c1-47-26-10-8-25(9-11-26)20-37-31-32(38(21-23-4-5-23)35(42)39(33(31)41)22-24-6-7-24)36-34(37)40(50(43,44)29-16-12-27(48-2)13-17-29)51(45,46)30-18-14-28(49-3)15-19-30/h8-19,23-24H,4-7,20-22H2,1-3H3

Standard InChI Key:  YVLZMTASPXZQMU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA144695

   N-[1,3-bis(cyclopropylmethyl)-7-[(4-methoxyphenyl)methyl]-2,6-dioxopurin-8-yl]-4-methoxy-N-(4-methoxyphenyl)sulfonylbenzenesulfonamide

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: 735.84

Molecular Weight (Monoisotopic): 735.2033

AlogP: 3.84

#Rotatable Bonds: 14

Polar Surface Area: 161.03

Molecular Species: NEUTRAL

HBA: 13

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.04

CX LogD: 5.04

Aromatic Rings: 5

Heavy Atoms: 51

QED Weighted: 0.16

Np Likeness Score: -0.80

References

1. Buckle DR, Arch JR, Connolly BJ, Fenwick AE, Foster KA, Murray KJ, Readshaw SA, Smallridge M, Smith DG..  (1994)  Inhibition of cyclic nucleotide phosphodiesterase by derivatives of 1,3-bis(cyclopropylmethyl)xanthine.,  37  (4): [PMID:8120866] [10.1021/jm00030a007]

Source

Source(1):

• Scientific Literature