5-hydroxy-1,7-di(1H-pyrrol-2-yl)hepta-1,4,6-trien-3-one

ID: ALA4521765

PubChem CID: 155542650

Max Phase: Preclinical

Molecular Formula: C15H14N2O2

Molecular Weight: 254.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(/C=C(O)/C=C/c1ccc[nH]1)/C=C/c1ccc[nH]1

Standard InChI:  InChI=1S/C15H14N2O2/c18-14(7-5-12-3-1-9-16-12)11-15(19)8-6-13-4-2-10-17-13/h1-11,16-18H/b7-5+,8-6+,14-11-

Standard InChI Key:  ZNNBVJGJGPEHHG-XTYDYNBASA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   29.9191  -22.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6252  -21.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3345  -22.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0407  -21.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7499  -22.2315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0376  -21.0083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4561  -21.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1653  -22.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4530  -21.0030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8715  -21.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5807  -22.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1719  -21.9134    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6274  -22.5228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0387  -23.2290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8373  -23.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6730  -23.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4730  -23.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8789  -22.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3298  -21.8808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  5  7  2  0
  7  8  1  0
  7  9  1  0
  8 10  2  0
 10 11  1  0
  1 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15  1  2  0
 11 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4521765

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 254.29

Molecular Weight (Monoisotopic): 254.1055

AlogP: 3.08

#Rotatable Bonds: 5

Polar Surface Area: 68.88

Molecular Species: NEUTRAL

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.76

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.44

Np Likeness Score: 0.86

References

1. Rodrigues FC, Anil Kumar NV, Thakur G..  (2019)  Developments in the anticancer activity of structurally modified curcumin: An up-to-date review.,  177  [PMID:31129455] [10.1016/j.ejmech.2019.04.058]

Source

Source(1):

• Scientific Literature