4-Bromo-N-(4-((2-(piperazin-1-yl)pyrimidin-4-yl)amino)phenyl)benzenesulfonamide hydrochloride

ID: ALA4781610

PubChem CID: 162664739

Max Phase: Preclinical

Molecular Formula: C20H22BrClN6O2S

Molecular Weight: 489.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.O=S(=O)(Nc1ccc(Nc2ccnc(N3CCNCC3)n2)cc1)c1ccc(Br)cc1

Standard InChI:  InChI=1S/C20H21BrN6O2S.ClH/c21-15-1-7-18(8-2-15)30(28,29)26-17-5-3-16(4-6-17)24-19-9-10-23-20(25-19)27-13-11-22-12-14-27;/h1-10,22,26H,11-14H2,(H,23,24,25);1H

Standard InChI Key:  GAEMPQNKYOKFIM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   37.9539  -10.0515    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.2535   -8.1425    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.9525   -7.7114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2314   -7.3268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9896  -10.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4147  -10.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2321  -10.8329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.6255  -10.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1954   -9.4129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3794   -9.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4427  -10.0976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.8634  -10.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6771  -10.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0752  -10.0728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6534   -9.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8335   -9.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9493   -8.7376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1324   -8.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7086   -8.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8925   -8.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5039   -8.8085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9373   -9.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7519   -9.4795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6857   -8.8361    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4368   -8.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0077   -7.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1917   -7.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8064   -8.2247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2430   -8.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0576   -8.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9902   -8.2521    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  2  4  2  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 10 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
 21 24  1  0
 24  2  1  0
  2 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
M  END

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: 489.40

Molecular Weight (Monoisotopic): 488.0630

AlogP: 3.19

#Rotatable Bonds: 6

Polar Surface Area: 99.25

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.11

CX Basic pKa: 8.83

CX LogP: 2.73

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -1.71

References

1. Zhang Q,Wu X,Zhou J,Zhang L,Xu X,Zhang L,You Q,Wang L.  (2021)  Design, synthesis and bioevaluation of inhibitors targeting HSP90-CDC37 protein-protein interaction based on a hydrophobic core.,  210  [PMID:33109397] [10.1016/j.ejmech.2020.112959]

Source

Source(1):

• Scientific Literature