6-(4-(1H-1,2,4-triazol-1-yl)benzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

ID: ALA5278689

Max Phase: Preclinical

Molecular Formula: C19H13N3O3

Molecular Weight: 331.33

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccc(-n3cncn3)cc2)Cc2cc3c(cc21)OCO3

Standard InChI:  InChI=1S/C19H13N3O3/c23-19-14(6-13-7-17-18(8-16(13)19)25-11-24-17)5-12-1-3-15(4-2-12)22-10-20-9-21-22/h1-5,7-10H,6,11H2/b14-5+

Standard InChI Key:  LPAPKVGSLDISSJ-LHHJGKSTSA-N

Molfile:  

 
     RDKit          2D

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   -1.7287    2.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    1.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169    0.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7269    0.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4432    0.9327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2322    0.6814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2321    2.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2528    1.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2312    2.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2312    0.6768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7181    1.3471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0185    2.8136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0780    1.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4906    0.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265   -0.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3138   -0.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4927   -0.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0762   -0.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7264   -1.5082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5467   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -2.4011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0038   -2.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3908   -2.2616    0.0000 N   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
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  8  9  1  0
  9  7  1  0
  1 10  1  0
  6 11  1  0
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 15 20  1  0
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 24 25  2  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5278689

   ---

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: 331.33

Molecular Weight (Monoisotopic): 331.0957

AlogP: 2.82

#Rotatable Bonds: 2

Polar Surface Area: 66.24

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.56

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.68

Np Likeness Score: -0.86

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