1-((1,3,6,7-Tetramethoxyxanthone-4-yl)-sulfonyl)-4-(3-methyl-phenyl)-piperazine

ID: ALA1098073

PubChem CID: 46830279

Max Phase: Preclinical

Molecular Formula: C28H30N2O8S

Molecular Weight: 554.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2oc3c(S(=O)(=O)N4CCN(c5cccc(C)c5)CC4)c(OC)cc(OC)c3c(=O)c2cc1OC

Standard InChI:  InChI=1S/C28H30N2O8S/c1-17-7-6-8-18(13-17)29-9-11-30(12-10-29)39(32,33)28-24(37-5)16-23(36-4)25-26(31)19-14-21(34-2)22(35-3)15-20(19)38-27(25)28/h6-8,13-16H,9-12H2,1-5H3

Standard InChI Key:  XWJNCLRJWKWPRX-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1098073

   Xanthone sulfonamide 14 (14)

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: 554.62

Molecular Weight (Monoisotopic): 554.1723

AlogP: 3.80

#Rotatable Bonds: 7

Polar Surface Area: 107.75

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.62

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: -0.50

References

1. Hu H, Liao H, Zhang J, Wu W, Yan J, Yan Y, Zhao Q, Zou Y, Chai X, Yu S, Wu Q..  (2010)  First identification of xanthone sulfonamides as potent acyl-CoA:cholesterol acyltransferase (ACAT) inhibitors.,  20  (10): [PMID:20403694] [10.1016/j.bmcl.2010.03.101]

Source

Source(1):

• Scientific Literature