N-(3-chloro-2,6-dimethyl-4-oxocyclohexa-2,5-dienylidene)-4-methylbenzenesulfonamide

ID: ALA3960681

PubChem CID: 6383621

Max Phase: Preclinical

Molecular Formula: C15H14ClNO3S

Molecular Weight: 323.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)C(Cl)=C(C)/C1=N/S(=O)(=O)c1ccc(C)cc1

Standard InChI:  InChI=1S/C15H14ClNO3S/c1-9-4-6-12(7-5-9)21(19,20)17-15-10(2)8-13(18)14(16)11(15)3/h4-8H,1-3H3/b17-15+

Standard InChI Key:  SAJWEFDWBNSIOU-BMRADRMJSA-N

Molfile:  

     RDKit          2D

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   35.7239   -8.2622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3155   -7.5497    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.9026   -8.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1725   -6.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1713   -7.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8861   -7.5524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6025   -7.1391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5996   -6.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8843   -5.8995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4579   -5.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0315   -7.1369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.7465   -7.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7432   -8.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4574   -8.7829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1721   -8.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1682   -7.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4534   -7.1325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8878   -8.7797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.8805   -7.1239    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   36.0280   -8.7830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4478   -6.3075    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
  4 10  1  0
  7  2  1  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  2  0
 16 19  1  0
 13 20  1  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3960681

   (NE)-N-(3-chloro-2,6-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)-4-methylbenzenesulfonamide

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: 323.80

Molecular Weight (Monoisotopic): 323.0383

AlogP: 3.17

#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: ┄

CX LogP: 3.88

CX LogD: 3.88

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.45

References

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

Source

Source(1):

• Patent Bioactivity Data