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

ID: ALA4755068

PubChem CID: 162654499

Max Phase: Preclinical

Molecular Formula: C21H22ClF3N6O3S

Molecular Weight: 494.50

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H21F3N6O3S.ClH/c22-21(23,24)33-17-5-7-18(8-6-17)34(31,32)29-16-3-1-15(2-4-16)27-19-9-10-26-20(28-19)30-13-11-25-12-14-30;/h1-10,25,29H,11-14H2,(H,26,27,28);1H

Standard InChI Key:  FLSCNSDSSNYGGQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 35 37  0  0  0  0  0  0  0  0999 V2000
    1.1497  -13.3118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8426  -12.8766    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.1216  -12.4920    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.8451  -13.8959    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5441  -13.4647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8230  -13.0802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5812  -15.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0062  -16.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8237  -16.5862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.2171  -15.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7870  -15.1662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9710  -15.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0343  -15.8509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4550  -16.5551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2687  -16.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6668  -15.8262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2450  -15.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4251  -15.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5408  -14.4910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7240  -14.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3002  -13.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4841  -13.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0954  -14.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5289  -15.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3435  -15.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2773  -14.5894    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0283  -13.9234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5993  -13.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7833  -13.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3979  -13.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8346  -14.6738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6491  -14.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5818  -14.0054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330  -13.3391    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749  -15.7754    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  5  4  2  0
  4  6  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 10 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 12 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23 26  1  0
 26  4  1  0
  4 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 30 33  1  0
 33  1  1  0
  1 34  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: 494.50

Molecular Weight (Monoisotopic): 494.1348

AlogP: 3.33

#Rotatable Bonds: 7

Polar Surface Area: 108.48

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.23

CX Basic pKa: 8.88

CX LogP: 3.60

CX LogD: 2.97

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.68

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