N-(1-hydroxy-2,8-dimethoxy-9-oxo-9H-xanthen-3-yl)benzenesulfonamide

ID: ALA4226938

PubChem CID: 145968601

Max Phase: Preclinical

Molecular Formula: C21H17NO7S

Molecular Weight: 427.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(NS(=O)(=O)c2ccccc2)cc2oc3cccc(OC)c3c(=O)c2c1O

Standard InChI:  InChI=1S/C21H17NO7S/c1-27-14-9-6-10-15-17(14)19(23)18-16(29-15)11-13(21(28-2)20(18)24)22-30(25,26)12-7-4-3-5-8-12/h3-11,22,24H,1-2H3

Standard InChI Key:  MXWAGDMLMXFGDH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    7.1525  -11.4077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5652  -12.1175    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.9736  -11.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930  -11.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8918  -12.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5999  -12.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5981  -10.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3067  -11.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3055  -12.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0156  -12.5332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180  -10.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7326  -11.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7314  -12.1198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4407  -12.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1517  -12.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1490  -11.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4391  -10.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0180  -10.0657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4368  -10.0721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8553  -10.8842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8600  -12.5272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2754  -12.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957  -10.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2744  -13.3420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9838  -13.7496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6929  -13.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6882  -12.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9782  -12.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8523  -10.0670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8867   -9.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 11  1  0
  9 10  1  0
 10 13  1  0
 12 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 11 18  2  0
 17 19  1  0
 16 20  1  0
 15 21  1  0
 21  2  1  0
  2 22  1  0
  7 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 22  1  0
 20 29  1  0
 23 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4226938

   ---

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: 427.43

Molecular Weight (Monoisotopic): 427.0726

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 115.07

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.68

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 2.86

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.47

Np Likeness Score: 0.01

References

1. Wang P, Jiang L, Cao Y, Zhang X, Chen B, Zhang S, Huang K, Ye D, Zhou L..  (2018)  Xanthone derivatives as phosphoglycerate mutase 1 inhibitors: Design, synthesis, and biological evaluation.,  26  (8): [PMID:29530347] [10.1016/j.bmc.2018.02.044]

Source

Source(1):

• Scientific Literature