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

ID: ALA356928

Chembl Id: CHEMBL356928

PubChem CID: 10032458

Max Phase: Preclinical

Molecular Formula: C33H33N5O7S2

Molecular Weight: 675.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(N(S(=O)(=O)c3ccccc3)S(=O)(=O)c3ccccc3)nc3c2c(=O)n(CC2CC2)c(=O)n3CC2CC2)cc1

Standard InChI:  InChI=1S/C33H33N5O7S2/c1-45-26-18-16-25(17-19-26)20-35-29-30(36(21-23-12-13-23)33(40)37(31(29)39)22-24-14-15-24)34-32(35)38(46(41,42)27-8-4-2-5-9-27)47(43,44)28-10-6-3-7-11-28/h2-11,16-19,23-24H,12-15,20-22H2,1H3

Standard InChI Key:  OEURZGFVXPBWAA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA356928

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

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: 675.79

Molecular Weight (Monoisotopic): 675.1821

AlogP: 3.82

#Rotatable Bonds: 12

Polar Surface Area: 142.57

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.35

CX LogD: 5.35

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.19

Np Likeness Score: -0.91

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