3-(2,5-dichlorophenylsulfonamido)-4-(dimethylamino)-N,N-dimethylbenzenesulfonamide

ID: ALA4540200

PubChem CID: 17543415

Max Phase: Preclinical

Molecular Formula: C16H19Cl2N3O4S2

Molecular Weight: 452.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(S(=O)(=O)N(C)C)cc1NS(=O)(=O)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C16H19Cl2N3O4S2/c1-20(2)15-8-6-12(27(24,25)21(3)4)10-14(15)19-26(22,23)16-9-11(17)5-7-13(16)18/h5-10,19H,1-4H3

Standard InChI Key:  OHHFTDDNZMQYKA-UHFFFAOYSA-N

Molfile:  

 
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    9.8352   -9.6330    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4266   -8.9252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5439  -10.9660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9566  -11.6759    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.3650  -10.9636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6650  -12.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6639  -12.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3719  -13.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0816  -12.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0788  -12.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3702  -11.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2496  -12.0848    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5416  -11.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5444  -10.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8372  -10.4514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1288  -10.8606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1321  -11.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8399  -12.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3677  -10.8584    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.3717  -14.1302    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.8436  -12.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1378  -13.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5532  -13.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5445   -9.2254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5443   -8.4082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2524   -9.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
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  7  5  1  0
  5 13  1  0
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 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 12 20  1  0
  9 21  1  0
 19 22  1  0
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 22 24  1  0
 16  2  1  0
  2 25  1  0
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 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540200

   3-[(2,5-dichlorophenyl)sulfonylamino]-4-(dimethylamino)-N,N-dimethylbenzenesulfonamide

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: 452.39

Molecular Weight (Monoisotopic): 451.0194

AlogP: 3.11

#Rotatable Bonds: 6

Polar Surface Area: 86.79

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.73

CX Basic pKa: 1.15

CX LogP: 2.83

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.73

Np Likeness Score: -2.31

References

1. Follows B, Fessler S, Baumeister T, Campbell AM, Zablocki MM, Li H, Gotur D, Wang Z, Zheng X, Molz L, Nguyen C, Herbertz T, Wang L, Bair K..  (2019)  Discovery of novel biaryl sulfonamide based Mcl-1 inhibitors.,  29  (16): [PMID:31235261] [10.1016/j.bmcl.2019.06.008]

Source

Source(1):

• Scientific Literature