1,3-Bis(cyclopropylmethyl)-8-bis[(4-nitrophenylsulfonyl)amino]7-methylxanthine

ID: ALA357428

Chembl Id: CHEMBL357428

PubChem CID: 10394586

Max Phase: Preclinical

Molecular Formula: C26H25N7O10S2

Molecular Weight: 659.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(N(S(=O)(=O)c2ccc([N+](=O)[O-])cc2)S(=O)(=O)c2ccc([N+](=O)[O-])cc2)nc2c1c(=O)n(CC1CC1)c(=O)n2CC1CC1

Standard InChI:  InChI=1S/C26H25N7O10S2/c1-28-22-23(29(14-16-2-3-16)26(35)30(24(22)34)15-17-4-5-17)27-25(28)33(44(40,41)20-10-6-18(7-11-20)31(36)37)45(42,43)21-12-8-19(9-13-21)32(38)39/h6-13,16-17H,2-5,14-15H2,1H3

Standard InChI Key:  RJTVLTFABXLORW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA357428

   1,3-Bis(cyclopropylmethyl)-8-bis[(4-nitrophenylsulfonyl)amino]7-methylxanthine

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: 659.66

Molecular Weight (Monoisotopic): 659.1104

AlogP: 2.12

#Rotatable Bonds: 11

Polar Surface Area: 219.62

Molecular Species: NEUTRAL

HBA: 14

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.17

Np Likeness Score: -1.01

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