N-(2,6-dimethyl-4-oxocyclohexa-2,5-dienylidene)benzenesulfonamide

ID: ALA3923351

PubChem CID: 3511181

Max Phase: Preclinical

Molecular Formula: C14H13NO3S

Molecular Weight: 275.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)C=C(C)C1=NS(=O)(=O)c1ccccc1

Standard InChI:  InChI=1S/C14H13NO3S/c1-10-8-12(16)9-11(2)14(10)15-19(17,18)13-6-4-3-5-7-13/h3-9H,1-2H3

Standard InChI Key:  KRIZULSDJWTLNC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    3.1084  -13.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7000  -12.3252    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2872  -13.0351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5569  -11.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5558  -11.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2706  -12.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870  -11.9146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9842  -11.0840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2687  -10.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4160  -11.9124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1312  -12.3237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1278  -13.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8420  -13.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5569  -13.1448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5530  -12.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8381  -11.9079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2726  -13.5553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4127  -13.5586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8325  -11.0829    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  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7  2  1  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  2  0
 12 18  1  0
 16 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3923351

   N-(2,6-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)benzenesulfonamide

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: 275.33

Molecular Weight (Monoisotopic): 275.0616

AlogP: 2.29

#Rotatable Bonds: 2

Polar Surface Area: 63.57

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.13

CX LogP: 2.97

CX LogD: 2.97

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.78

Np Likeness Score: -0.54

References

1.  (2014)  Dimethylarginine Dimethylaminohydrolase inhibitors and methods of use thereof, 

Source

Source(1):

• Patent Bioactivity Data