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

ID: ALA5281752

Max Phase: Preclinical

Molecular Formula: C21H19NO3

Molecular Weight: 333.39

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccc(N3CCCC3)cc2)Cc2cc3c(cc21)OCO3

Standard InChI:  InChI=1S/C21H19NO3/c23-21-16(10-15-11-19-20(12-18(15)21)25-13-24-19)9-14-3-5-17(6-4-14)22-7-1-2-8-22/h3-6,9,11-12H,1-2,7-8,10,13H2/b16-9+

Standard InChI Key:  MFYJMHRJESJTBE-CXUHLZMHSA-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
   -1.7270    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    0.6767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7181    1.3470    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    0.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3158    0.6340    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   -0.7936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4927   -0.7952    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   -1.5083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5466   -1.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -2.4011    0.0000 C   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   -2.2617    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
 22 21  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281752

   ---

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: 333.39

Molecular Weight (Monoisotopic): 333.1365

AlogP: 3.84

#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: 4.83

CX LogP: 4.03

CX LogD: 4.03

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.78

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