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

ID: ALA5281353

Max Phase: Preclinical

Molecular Formula: C19H17NO3

Molecular Weight: 307.35

Names and Identifiers

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

Standard InChI:  InChI=1S/C19H17NO3/c1-20(2)15-5-3-12(4-6-15)7-14-8-13-9-17-18(23-11-22-17)10-16(13)19(14)21/h3-7,9-10H,8,11H2,1-2H3/b14-7+

Standard InChI Key:  SRSVEPKQGWUMRH-VGOFMYFVSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   -2.3601    1.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455    1.8781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9335    1.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9335    0.6410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6437    0.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3601    0.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487    0.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1487    1.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3361    1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479    1.7218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1479    0.3812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6349    1.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0646    2.5182    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1613    1.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5739    0.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3990    0.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8097   -0.3741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971   -1.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5760   -1.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1595   -0.3787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8097   -1.8036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6349   -1.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3971   -2.5182    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
M  END

Alternative Forms

1. Parent:

   

   ALA5281353

   ---

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: 307.35

Molecular Weight (Monoisotopic): 307.1208

AlogP: 3.30

#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: 4.69

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -0.12

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