5-chloro-N-(4-(N-hydroxysulfamoyl)phenethyl)-2-methoxybenzamide

ID: ALA4583133

Cas Number: 2112809-98-8

PubChem CID: 134600183

Product Number: J648756, Order Now?

Max Phase: Preclinical

Molecular Formula: C16H17ClN2O5S

Molecular Weight: 384.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NO)cc1

Standard InChI:  InChI=1S/C16H17ClN2O5S/c1-24-15-7-4-12(17)10-14(15)16(20)18-9-8-11-2-5-13(6-3-11)25(22,23)19-21/h2-7,10,19,21H,8-9H2,1H3,(H,18,20)

Standard InChI Key:  KQRQPMUPYDOTCA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   13.9748   -5.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3875   -6.6820    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.7959   -5.9696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0969   -7.0912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6815   -7.0901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9785   -6.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2730   -7.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2730   -7.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9844   -8.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6870   -7.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5660   -8.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0972   -7.9084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8575   -7.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1506   -8.3181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4421   -7.9108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7352   -8.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4406   -7.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0283   -7.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3219   -8.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3229   -9.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0364   -9.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7399   -9.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4500   -9.5363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4547  -10.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6136   -7.9105    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  2  1  0
  2  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
  4 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 16  1  0
 22 23  1  0
 23 24  1  0
 19 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4583133

   JC-171

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 384.84

Molecular Weight (Monoisotopic): 384.0547

AlogP: 1.99

#Rotatable Bonds: 7

Polar Surface Area: 104.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.20

CX Basic pKa: ┄

CX LogP: 2.11

CX LogD: 2.10

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -1.13

References

1. Zhang X, Xu A, Lv J, Zhang Q, Ran Y, Wei C, Wu J..  (2020)  Development of small molecule inhibitors targeting NLRP3 inflammasome pathway for inflammatory diseases.,  185  [PMID:31699536] [10.1016/j.ejmech.2019.111822]

2. Zhang C, Yue H, Sun P, Hua L, Liang S, Ou Y, Wu D, Wu X, Chen H, Hao Y, Hu W, Yang Z..  (2021)  Discovery of chalcone analogues as novel NLRP3 inflammasome inhibitors with potent anti-inflammation activities.,  219  [PMID:33845232] [10.1016/j.ejmech.2021.113417]

Source

Source(1):

• Scientific Literature