4-(((5-bromo-2-(prop-2-yn-1-yloxy)benzylidene)amino)methyl)benzenesulfonamide

ID: ALA4476824

PubChem CID: 155538676

Max Phase: Preclinical

Molecular Formula: C17H15BrN2O3S

Molecular Weight: 407.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCOc1ccc(Br)cc1/C=N/Cc1ccc(S(N)(=O)=O)cc1

Standard InChI:  InChI=1S/C17H15BrN2O3S/c1-2-9-23-17-8-5-15(18)10-14(17)12-20-11-13-3-6-16(7-4-13)24(19,21)22/h1,3-8,10,12H,9,11H2,(H2,19,21,22)/b20-12+

Standard InChI Key:  YHDICWOVAPWQEH-UDWIEESQSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   35.5561  -11.1435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1516  -10.4336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.7385  -11.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7489   -9.2284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7477  -10.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4599  -10.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1737  -10.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1708   -9.2248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4581   -8.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8811   -8.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5904   -9.2195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3007   -8.8041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0140   -9.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8861  -10.4632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5932  -10.0494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3057  -10.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0178  -10.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0140  -10.0344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7266  -10.4402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4378  -10.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4321   -9.2034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7190   -8.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8615  -10.0217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0369   -8.8200    0.0000 Br  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
 10 11  2  0
 11 12  1  0
 12 13  1  0
  7 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 13 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 13  1  0
 20  2  1  0
  2 23  1  0
  4 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476824

   ---

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: 407.29

Molecular Weight (Monoisotopic): 405.9987

AlogP: 2.73

#Rotatable Bonds: 6

Polar Surface Area: 81.75

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: 4.42

CX LogP: 3.09

CX LogD: 3.09

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.55

References

1. Zengin Kurt B, Sonmez F, Ozturk D, Akdemir A, Angeli A, Supuran CT..  (2019)  Synthesis of coumarin-sulfonamide derivatives and determination of their cytotoxicity, carbonic anhydrase inhibitory and molecular docking studies.,  183  [PMID:31542715] [10.1016/j.ejmech.2019.111702]

Source

Source(1):

• Scientific Literature