6-(4-(4-methylpiperazin-1-yl)benzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

ID: ALA5284667

Max Phase: Preclinical

Molecular Formula: C22H22N2O3

Molecular Weight: 362.43

Names and Identifiers

Canonical SMILES:  CN1CCN(c2ccc(/C=C3\Cc4cc5c(cc4C3=O)OCO5)cc2)CC1

Standard InChI:  InChI=1S/C22H22N2O3/c1-23-6-8-24(9-7-23)18-4-2-15(3-5-18)10-17-11-16-12-20-21(27-14-26-20)13-19(16)22(17)25/h2-5,10,12-13H,6-9,11,14H2,1H3/b17-10+

Standard InChI Key:  IQUPCCJNTZOMPD-LICLKQGHSA-N

Molfile:  

 
     RDKit          2D

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   -1.8517    2.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398    2.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398    1.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8499    0.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5663    1.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551    1.1007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3550    2.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1298    1.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    2.4365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    1.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412    1.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1414    3.2328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9550    1.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3676    1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928    1.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6035    0.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -0.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -0.3759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532    0.3357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -1.0889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286   -1.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286   -2.5182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -2.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -3.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
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  6 11  1  0
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 21 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284667

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.43

Molecular Weight (Monoisotopic): 362.1630

AlogP: 2.99

#Rotatable Bonds: 2

Polar Surface Area: 42.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.90

CX LogP: 3.47

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -0.39

References

1. Altıntop MD, Özdemir A, Temel HE, Demir Cevizlidere B, Sever B, Kaplancıklı ZA, Akalın Çiftçi G..  (2022)  Design, synthesis and biological evaluation of a new series of arylidene indanones as small molecules for targeted therapy of non-small cell lung carcinoma and prostate cancer.,  244  [PMID:36270087] [10.1016/j.ejmech.2022.114851]

Source

Source(1):

• Scientific Literature