2-((4-Tosylpiperazin-1-yl)methyl)chromeno[4,3-c]pyrazol-4(2H)-one

ID: ALA4514044

PubChem CID: 155539132

Max Phase: Preclinical

Molecular Formula: C22H22N4O4S

Molecular Weight: 438.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)N2CCN(Cn3cc4c(=O)oc5ccccc5c4n3)CC2)cc1

Standard InChI:  InChI=1S/C22H22N4O4S/c1-16-6-8-17(9-7-16)31(28,29)26-12-10-24(11-13-26)15-25-14-19-21(23-25)18-4-2-3-5-20(18)30-22(19)27/h2-9,14H,10-13,15H2,1H3

Standard InChI Key:  NRJMNPJEIUEXAB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   23.4385   -2.6043    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.1442   -2.1921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   16.6673   -5.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3754   -5.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3736   -4.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0822   -4.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0856   -5.4643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7940   -5.8694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.7719   -3.3308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9537   -3.4219    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1739   -2.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9911   -2.6139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4020   -3.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2156   -3.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6221   -2.6106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2088   -1.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3890   -1.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8511   -3.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2119   -5.8662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4424   -4.0215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8544   -4.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6750   -4.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0820   -4.0102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6678   -3.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0873   -5.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 30 24  1  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514044

   ---

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: 438.51

Molecular Weight (Monoisotopic): 438.1362

AlogP: 2.42

#Rotatable Bonds: 4

Polar Surface Area: 88.65

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.41

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.45

Np Likeness Score: -1.53

References

1. Yin Y, Sha S, Wu X, Wang SF, Qiao F, Song ZC, Zhu HL..  (2019)  Development of novel chromeno[4,3-c]pyrazol-4(2H)-one derivates bearing sulfonylpiperazine as antitumor inhibitors targeting PI3Kα.,  182  [PMID:31446244] [10.1016/j.ejmech.2019.111630]

Source

Source(1):

• Scientific Literature