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

ID: ALA4483010

PubChem CID: 153940694

Max Phase: Preclinical

Molecular Formula: C18H22N4O4S

Molecular Weight: 390.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCS(=O)(=O)N1CCN(Cn2cc3c(=O)oc4ccccc4c3n2)CC1

Standard InChI:  InChI=1S/C18H22N4O4S/c1-2-11-27(24,25)22-9-7-20(8-10-22)13-21-12-15-17(19-21)14-5-3-4-6-16(14)26-18(15)23/h3-6,12H,2,7-11,13H2,1H3

Standard InChI Key:  RWXULSQCFAGWLY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   10.8794   -9.4390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8835  -10.2562    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.5891   -9.8440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134  -12.2991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1123  -13.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8203  -13.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8185  -11.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5272  -12.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5305  -13.1161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2390  -13.5213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9486  -13.1103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2322  -11.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9476  -12.2874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5562  -11.7329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2168  -10.9827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3986  -11.0738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6189  -10.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4360  -10.2658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8470  -10.9767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6606  -10.9718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0671  -10.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6538   -9.5564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8340   -9.5597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2961  -10.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6568  -13.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1133  -10.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5246  -11.6675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
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  5  6  1  0
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  9 10  1  0
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 18 19  1  0
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 20 21  1  0
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  2 24  1  0
 11 25  2  0
 24 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4483010

   ---

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: 390.47

Molecular Weight (Monoisotopic): 390.1362

AlogP: 1.46

#Rotatable Bonds: 5

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: 4.55

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.61

Np Likeness Score: -1.51

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