N-[2-(3,4-dihydroxyphenylethyl]-2-[[2-(4-hydroxyanilino)-2-oxo-ethyl]sulfamoyl]benzamide

ID: ALA4800229

PubChem CID: 146663483

Max Phase: Preclinical

Molecular Formula: C23H23N3O7S

Molecular Weight: 485.52

Molecule Type: Unknown

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  O=C(CNS(=O)(=O)c1ccccc1C(=O)NCCc1ccc(O)c(O)c1)Nc1ccc(O)cc1

Standard InChI:  InChI=1S/C23H23N3O7S/c27-17-8-6-16(7-9-17)26-22(30)14-25-34(32,33)21-4-2-1-3-18(21)23(31)24-12-11-15-5-10-19(28)20(29)13-15/h1-10,13,25,27-29H,11-12,14H2,(H,24,31)(H,26,30)

Standard InChI Key:  UFGZPCVLDNZWSV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 34 36  0  0  0  0  0  0  0  0999 V2000
   17.8367  -27.6201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3078  -26.9428    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4844  -26.8725    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3442  -27.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3430  -28.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0579  -28.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7743  -28.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7714  -27.2876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0561  -26.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0535  -26.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7668  -25.6389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3379  -25.6432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4812  -26.0475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1941  -25.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9101  -26.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9133  -26.8670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6231  -25.6269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3390  -26.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3375  -26.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0527  -27.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7666  -26.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7608  -26.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0451  -25.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4832  -27.2624    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3355  -24.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6197  -24.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6173  -23.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3298  -23.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3277  -22.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6114  -21.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8958  -22.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9015  -23.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6079  -21.1124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1788  -21.9486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  1  3  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  8  3  1  0
  3 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
 12 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30 33  1  0
 31 34  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4800229

    ---

Associated Targets(Human)

Hepatocyte (2737 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepaRG (129 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2E1 Tchem Cytochrome P450 2E1 (2174 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 485.52Molecular Weight (Monoisotopic): 485.1257AlogP: 1.69#Rotatable Bonds: 9
Polar Surface Area: 165.06Molecular Species: NEUTRALHBA: 7HBD: 6
#RO5 Violations: 1HBA (Lipinski): 10HBD (Lipinski): 6#RO5 Violations (Lipinski): 1
CX Acidic pKa: 8.90CX Basic pKa: CX LogP: 1.89CX LogD: 1.88
Aromatic Rings: 3Heavy Atoms: 34QED Weighted: 0.20Np Likeness Score: -1.01

References

1. Bazan HA,Bhattacharjee S,Burgos C,Recio J,Abet V,Pahng AR,Jun B,Heap J,Ledet AJ,Gordon WC,Edwards S,Paul D,Alvarez-Builla J,Bazan NG.  (2020)  A novel pipeline of 2-(benzenesulfonamide)-N-(4-hydroxyphenyl) acetamide analgesics that lack hepatotoxicity and retain antipyresis.,  202  [PMID:32629335] [10.1016/j.ejmech.2020.112600]

Source