4-(4-aminophenylsulfonyl)piperazine-2,6-dione

ID: ALA4447432

Cas Number: 175136-48-8

PubChem CID: 593501

Max Phase: Preclinical

Molecular Formula: C10H11N3O4S

Molecular Weight: 269.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(S(=O)(=O)N2CC(=O)NC(=O)C2)cc1

Standard InChI:  InChI=1S/C10H11N3O4S/c11-7-1-3-8(4-2-7)18(16,17)13-5-9(14)12-10(15)6-13/h1-4H,5-6,11H2,(H,12,14,15)

Standard InChI Key:  FLFBAOVWRTUPPW-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    7.4872   -7.6037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0791   -6.8917    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.6664   -7.6011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7981   -5.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7969   -6.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5113   -6.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2272   -6.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2244   -5.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5095   -5.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9369   -5.2363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3688   -6.4807    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3734   -5.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6638   -5.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470   -5.6519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9444   -6.4775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6585   -6.8947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286   -6.8867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6676   -4.4193    0.0000 O   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  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
  5  2  1  0
  2 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 13 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4447432

   4-[(4-Aminophenyl)sulfonyl]piperazine-2,6-dione

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: 269.28

Molecular Weight (Monoisotopic): 269.0470

AlogP: -1.08

#Rotatable Bonds: 2

Polar Surface Area: 109.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.47

CX Basic pKa: 2.23

CX LogP: -1.44

CX LogD: -1.44

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.52

Np Likeness Score: -1.20

References

1. Lee H, Ren J, Pesavento RP, Ojeda I, Rice AJ, Lv H, Kwon Y, Johnson ME..  (2019)  Identification and design of novel small molecule inhibitors against MERS-CoV papain-like protease via high-throughput screening and molecular modeling.,  27  (10): [PMID:30940566] [10.1016/j.bmc.2019.03.050]

Source

Source(1):

• Scientific Literature