(4-((4-Bromophenyl)sulfonyl)piperazin-1-yl)(1-(4-iodobenzyl)-1H-1,2,3-triazol-4-yl)methanone

ID: ALA4756332

PubChem CID: 162655539

Max Phase: Preclinical

Molecular Formula: C20H19BrIN5O3S

Molecular Weight: 616.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1cn(Cc2ccc(I)cc2)nn1)N1CCN(S(=O)(=O)c2ccc(Br)cc2)CC1

Standard InChI:  InChI=1S/C20H19BrIN5O3S/c21-16-3-7-18(8-4-16)31(29,30)27-11-9-25(10-12-27)20(28)19-14-26(24-23-19)13-15-1-5-17(22)6-2-15/h1-8,14H,9-13H2

Standard InChI Key:  WFBLKTSZKKKEIY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   29.1465  -12.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7420  -11.4242    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.3289  -12.1315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4560  -10.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4560  -11.0114    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1654  -11.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8707  -11.0114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8707  -10.1901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1654   -9.7774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5837   -9.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2944  -10.1943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5861   -8.9623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3771  -11.0081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1801  -11.1845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5949  -10.4738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0457   -9.8609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4128  -10.4708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8240  -11.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4131  -11.8882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8236  -12.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6458  -12.5955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0557  -11.8772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6387  -11.1702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0324  -11.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0342  -10.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3226   -9.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6103  -10.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6142  -11.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3263  -11.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0573  -13.3015    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
   25.9020   -9.7878    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  1  0
  4  9  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 11  2  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  5  2  1  0
  2 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 21 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756332

   ---

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: 616.28

Molecular Weight (Monoisotopic): 614.9437

AlogP: 2.84

#Rotatable Bonds: 5

Polar Surface Area: 88.40

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -2.49

References

1. Manasa, Kesari Lakshmi, Thatikonda, Sowjanya, Sigalapalli, Dilep Kumar, Vuppaladadium, Sowmya, Devi, Ganthala Parimala, Godugu, Chandraiah, Alvala, Mallika, Nagesh, Narayana, Babu, Bathini Nagendra.  (2020)  Design and synthesis of substituted (1-(benzyl)-1H-1,2,3-triazol-4-yl)(piperazin-1-yl)methanone conjugates: study on their apoptosis inducing ability and tubulin polymerization inhibition,  11  (11): [PMID:34095841] [10.1039/d0md00162g]

Source

Source(1):

• Scientific Literature