1-((1,3,6,7-Tetramethoxyxanthone-4-yl)-sulfonyl)-3-(N,N-dimethylamino)-pyrrolidine

ID: ALA1096392

PubChem CID: 46887523

Max Phase: Preclinical

Molecular Formula: C23H28N2O8S

Molecular Weight: 492.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2oc3c(S(=O)(=O)N4CCC(N(C)C)C4)c(OC)cc(OC)c3c(=O)c2cc1OC

Standard InChI:  InChI=1S/C23H28N2O8S/c1-24(2)13-7-8-25(12-13)34(27,28)23-19(32-6)11-18(31-5)20-21(26)14-9-16(29-3)17(30-4)10-15(14)33-22(20)23/h9-11,13H,7-8,12H2,1-6H3

Standard InChI Key:  HWHMBDSBEBKCRS-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1096392

   4-[3-(Dimethylamino)pyrrolidin-1-yl]sulfonyl-1,3,6,7-tetramethoxyxanthen-9-one

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: 492.55

Molecular Weight (Monoisotopic): 492.1566

AlogP: 2.31

#Rotatable Bonds: 7

Polar Surface Area: 107.75

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.17

CX LogP: 1.35

CX LogD: 1.15

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -0.25

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