N-(1,2,8-trihydroxy-9-oxo-9H-xanthen-3-yl)naphthalene-2-sulfonamide

ID: ALA4226661

PubChem CID: 145968350

Max Phase: Preclinical

Molecular Formula: C23H15NO7S

Molecular Weight: 449.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2c(O)cccc2oc2cc(NS(=O)(=O)c3ccc4ccccc4c3)c(O)c(O)c12

Standard InChI:  InChI=1S/C23H15NO7S/c25-16-6-3-7-17-19(16)22(27)20-18(31-17)11-15(21(26)23(20)28)24-32(29,30)14-9-8-12-4-1-2-5-13(12)10-14/h1-11,24-26,28H

Standard InChI Key:  XFYUSJVHNRWVBG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   18.3497  -17.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7624  -18.2589    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1708  -17.5465    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0902  -17.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0890  -18.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7971  -18.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7953  -17.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5039  -17.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5027  -18.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2128  -18.6746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2152  -17.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9298  -17.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9285  -18.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6379  -18.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3489  -18.2609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3462  -17.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6363  -17.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2152  -16.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6340  -16.2134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0524  -17.0256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0572  -18.6685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4726  -18.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7928  -16.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4716  -19.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1810  -19.8909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1754  -18.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8854  -18.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8895  -19.4787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6025  -19.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3119  -19.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3038  -18.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5902  -18.2417    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 28  2  0
 27 26  2  0
 26 22  1  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4226661

   ---

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: 449.44

Molecular Weight (Monoisotopic): 449.0569

AlogP: 4.02

#Rotatable Bonds: 3

Polar Surface Area: 137.07

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.63

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 4.74

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: -0.02

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