(7E)-7-(4-pyridylmethylene)-2,6-dihydro-1H-cyclopenta[e]benzofuran-8-one

ID: ALA5273542

Max Phase: Preclinical

Molecular Formula: C17H13NO2

Molecular Weight: 263.30

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2ccncc2)Cc2ccc3c(c21)CCO3

Standard InChI:  InChI=1S/C17H13NO2/c19-17-13(9-11-3-6-18-7-4-11)10-12-1-2-15-14(16(12)17)5-8-20-15/h1-4,6-7,9H,5,8,10H2/b13-9+

Standard InChI Key:  RHANGHLZQDJNJP-UKTHLTGXSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -2.2851    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5705    0.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587    0.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8587   -0.6174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -1.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2851   -0.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0740   -0.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0739    0.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4110   -0.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1395   -1.6694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2362   -0.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488    0.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7493   -1.8511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5496   -1.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8858   -1.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2364    1.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6484    1.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738    1.9365    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8858    1.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4775    0.5096    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
  7 10  2  0
  9 11  2  0
 11 12  1  0
  5 13  1  0
 13 14  1  0
 15 14  1  0
  6 15  1  0
 16 12  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 12 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5273542

   ---

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: 263.30

Molecular Weight (Monoisotopic): 263.0946

AlogP: 2.84

#Rotatable Bonds: 1

Polar Surface Area: 39.19

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.08

CX LogP: 2.56

CX LogD: 2.55

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.74

Np Likeness Score: 0.07

References

1. Lazinski LM, Royal G, Robin M, Maresca M, Haudecoeur R..  (2022)  Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives.,  65  (19.0): [PMID:36126323] [10.1021/acs.jmedchem.2c01150]

Source

Source(1):

• Scientific Literature