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

ID: ALA358296

Chembl Id: CHEMBL358296

PubChem CID: 10347662

Max Phase: Preclinical

Molecular Formula: C25H25N5O6S2

Molecular Weight: 555.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2[nH]c(N(S(=O)(=O)c3ccccc3)S(=O)(=O)c3ccccc3)nc2n(CC2CC2)c(=O)n1CC1CC1

Standard InChI:  InChI=1S/C25H25N5O6S2/c31-23-21-22(28(15-17-11-12-17)25(32)29(23)16-18-13-14-18)27-24(26-21)30(37(33,34)19-7-3-1-4-8-19)38(35,36)20-9-5-2-6-10-20/h1-10,17-18H,11-16H2,(H,26,27)

Standard InChI Key:  BNGDDHCDEMPNNQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA358296

   1,3-Bis(cyclopropylmethyl)-8-bis[(phenylsulfonyl)amino]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: 555.64

Molecular Weight (Monoisotopic): 555.1246

AlogP: 2.29

#Rotatable Bonds: 9

Polar Surface Area: 144.20

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.37

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 3.52

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.33

Np Likeness Score: -0.77

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