N-tetrazol-5-yl-9-oxo-9H-xanthene-2-sulfonamide

ID: ALA202311

PubChem CID: 6102777

Max Phase: Preclinical

Molecular Formula: C14H9N5O4S

Molecular Weight: 343.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c2ccccc2oc2ccc(S(=O)(=O)N=c3[nH]nn[nH]3)cc12

Standard InChI:  InChI=1S/C14H9N5O4S/c20-13-9-3-1-2-4-11(9)23-12-6-5-8(7-10(12)13)24(21,22)17-14-15-18-19-16-14/h1-7H,(H2,15,16,17,18,19)

Standard InChI Key:  HJWYZPGYPZNDTN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   -0.7711   -1.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836   -0.5158    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5961    0.1987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8981   -0.9283    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6126   -0.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3662   -0.8514    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9183   -0.2383    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5058    0.4762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6988    0.3047    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691   -0.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2453   -0.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4691    0.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2453    1.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9598    0.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743    1.1342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887    0.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032    1.1342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177    0.7217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8177   -0.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1032   -0.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3887   -0.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -0.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9598   -0.1033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -1.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  2  0
  4  2  1  0
 10  2  1  0
  5  4  2  0
  5  6  1  0
  5  9  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
 11 10  2  0
 10 12  1  0
 11 23  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 23  2  0
 16 15  1  0
 16 17  2  0
 21 16  1  0
 17 18  1  0
 19 18  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA202311

   N-(1,4-Dihydro-5H-tetrazol-5-ylidene)-9-oxo-9H-xanthene-2-sulfonamide

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: 343.32

Molecular Weight (Monoisotopic): 343.0375

AlogP: 0.68

#Rotatable Bonds: 2

Polar Surface Area: 134.07

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.17

CX Basic pKa: 7.77

CX LogP: 2.29

CX LogD: 1.38

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: -0.82

References

1. Robinson DA, Stewart KA, Price NC, Chalk PA, Coggins JR, Lapthorn AJ..  (2006)  Crystal structures of Helicobacter pylori type II dehydroquinase inhibitor complexes: new directions for inhibitor design.,  49  (4): [PMID:16480265] [10.1021/jm0505361]

Source

Source(1):

• Scientific Literature