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

ID: ALA5284854

Max Phase: Preclinical

Molecular Formula: C22H21NO3

Molecular Weight: 347.41

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccc(N3CCCCC3)cc2)Cc2cc3c(cc21)OCO3

Standard InChI:  InChI=1S/C22H21NO3/c24-22-17(11-16-12-20-21(13-19(16)22)26-14-25-20)10-15-4-6-18(7-5-15)23-8-2-1-3-9-23/h4-7,10,12-13H,1-3,8-9,11,14H2/b17-10+

Standard InChI Key:  MFTXMRSWEYWASY-LICLKQGHSA-N

Molfile:  

 
     RDKit          2D

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   -1.8518    2.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398    1.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1398    0.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8499    0.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1298    1.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    2.0791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    0.7385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8412    1.4089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1414    2.8756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3676    0.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1928    0.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6035   -0.0168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -0.7317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3697   -0.7332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9532   -0.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -1.4462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286   -1.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -2.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285   -2.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6034   -2.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -2.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5284854

   ---

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: 347.41

Molecular Weight (Monoisotopic): 347.1521

AlogP: 4.23

#Rotatable Bonds: 2

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.24

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -0.31

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