2-Benzylthio-4-chloro-5-{5-[(4-phenylpiperazin-1-yl)methyl]-1,3,4-oxadiazol-2-yl}benzenesulfonamide

ID: ALA4097199

PubChem CID: 137658963

Max Phase: Preclinical

Molecular Formula: C26H26ClN5O3S2

Molecular Weight: 556.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NS(=O)(=O)c1cc(-c2nnc(CN3CCN(c4ccccc4)CC3)o2)c(Cl)cc1SCc1ccccc1

Standard InChI:  InChI=1S/C26H26ClN5O3S2/c27-22-16-23(36-18-19-7-3-1-4-8-19)24(37(28,33)34)15-21(22)26-30-29-25(35-26)17-31-11-13-32(14-12-31)20-9-5-2-6-10-20/h1-10,15-16H,11-14,17-18H2,(H2,28,33,34)

Standard InChI Key:  KXIQOVITXYGBAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 37 41  0  0  0  0  0  0  0  0999 V2000
   19.1380  -20.1615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7335  -19.4558    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.3245  -20.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6107  -18.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6095  -19.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3176  -19.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0272  -19.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0244  -18.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3158  -17.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9029  -17.8215    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.7306  -17.8151    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.7275  -16.9979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4337  -16.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1382  -16.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8439  -16.5855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8412  -15.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1270  -15.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4242  -15.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9042  -19.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1579  -19.1278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6106  -19.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0187  -20.4428    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8181  -20.2734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7980  -19.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4662  -18.9018    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4427  -19.0468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9462  -18.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6177  -17.4994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8051  -17.4091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3221  -18.0695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6517  -18.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4748  -16.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9599  -16.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6316  -15.2580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8184  -15.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3347  -15.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6657  -16.5771    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
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 19  2  0
  5 19  1  0
 21 24  1  0
 24 25  1  0
  7  2  1  0
  2 26  1  0
 25 27  1  0
 25 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097199

   ---

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: 556.11

Molecular Weight (Monoisotopic): 555.1166

AlogP: 4.65

#Rotatable Bonds: 8

Polar Surface Area: 105.56

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.11

CX Basic pKa: 6.19

CX LogP: 4.19

CX LogD: 4.16

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -1.97

References

1. Sławiński J, Szafrański K, Pogorzelska A, Żołnowska B, Kawiak A, Macur K, Belka M, Bączek T..  (2017)  Novel 2-benzylthio-5-(1,3,4-oxadiazol-2-yl)benzenesulfonamides with anticancer activity: Synthesis, QSAR study, and metabolic stability.,  132  [PMID:28364658] [10.1016/j.ejmech.2017.03.039]

Source

Source(1):

• Scientific Literature