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

ID: ALA5268142

Max Phase: Preclinical

Molecular Formula: C21H21NO3

Molecular Weight: 335.40

Names and Identifiers

Canonical SMILES:  CCN(CC)c1ccc(/C=C2\Cc3cc4c(cc3C2=O)OCO4)cc1

Standard InChI:  InChI=1S/C21H21NO3/c1-3-22(4-2)17-7-5-14(6-8-17)9-16-10-15-11-19-20(25-13-24-19)12-18(15)21(16)23/h5-9,11-12H,3-4,10,13H2,1-2H3/b16-9+

Standard InChI Key:  UZGJHIOARMQWJR-CXUHLZMHSA-N

Molfile:  

 
     RDKit          2D

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   -2.5663    1.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -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    0.5865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5663    0.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551    0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551    2.0785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    0.9550    1.4108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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   -1.4463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4286   -1.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -2.1610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412   -0.7317    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  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  1  0
  9  7  1  0
  1 10  1  0
  6 11  1  0
 11 12  1  0
 12 10  1  0
  8 13  2  0
  9 14  2  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 18 21  1  0
 21 22  1  0
 21 23  1  0
 22 24  1  0
 23 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5268142

   ---

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: 335.40

Molecular Weight (Monoisotopic): 335.1521

AlogP: 4.08

#Rotatable Bonds: 4

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: 5.53

CX LogP: 4.34

CX LogD: 4.33

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: -0.29

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