N-[6-(2-Ethyl-5-fluoro-4-hydroxy-phenyl)-1H-indazol-4-yl]-2-(4-methylpiperazin-1-yl)-ethanesulfonamide

ID: ALA4535413

PubChem CID: 155547921

Max Phase: Preclinical

Molecular Formula: C22H28FN5O3S

Molecular Weight: 461.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cc(O)c(F)cc1-c1cc(NS(=O)(=O)CCN2CCN(C)CC2)c2cn[nH]c2c1

Standard InChI:  InChI=1S/C22H28FN5O3S/c1-3-15-12-22(29)19(23)13-17(15)16-10-20-18(14-24-25-20)21(11-16)26-32(30,31)9-8-28-6-4-27(2)5-7-28/h10-14,26,29H,3-9H2,1-2H3,(H,24,25)

Standard InChI Key:  NZYORBJRMHZJSJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   33.7112  -11.4118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5007  -12.2042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   34.2922  -11.9903    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7947  -10.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5043  -10.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5015   -9.7490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7929   -9.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2046   -9.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9142   -9.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6199   -9.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6172   -8.5180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9030   -8.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.0866  -10.5721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0879   -9.7511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3074   -9.4961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8237  -10.1597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3054  -10.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7945  -11.7983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3228   -8.1058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5019  -13.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9164  -10.5639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8970   -7.2951    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   35.6252  -10.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7948  -13.4339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7959  -14.2511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0901  -14.6564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0894  -15.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7958  -15.8814    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.5048  -15.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5072  -14.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7939  -16.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 14  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 15  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
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 12 13  1  0
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  6  8  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
  4 19  1  0
 19  2  1  0
 11 20  1  0
  2 21  1  0
  9 22  1  0
 12 23  1  0
 22 24  1  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535413

   ---

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: 461.56

Molecular Weight (Monoisotopic): 461.1897

AlogP: 2.63

#Rotatable Bonds: 7

Polar Surface Area: 101.56

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.53

CX Basic pKa: 6.93

CX LogP: 1.59

CX LogD: 1.62

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.39

References

1. Ritzén A, Sørensen MD, Dack KN, Greve DR, Jerre A, Carnerup MA, Rytved KA, Bagger-Bahnsen J..  (2016)  Fragment-Based Discovery of 6-Arylindazole JAK Inhibitors.,  7  (6): [PMID:27326341] [10.1021/acsmedchemlett.6b00087]

Source

Source(1):

• Scientific Literature