1-(2,6-dichlorophenyl)-5-(2-(6-methylquinazolin-4-yloxy)phenyl)penta-1,4-dien-3-one

ID: ALA4561010

PubChem CID: 129858256

Max Phase: Preclinical

Molecular Formula: C26H18Cl2N2O2

Molecular Weight: 461.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2ncnc(Oc3ccccc3/C=C/C(=O)/C=C/c3c(Cl)cccc3Cl)c2c1

Standard InChI:  InChI=1S/C26H18Cl2N2O2/c1-17-9-14-24-21(15-17)26(30-16-29-24)32-25-8-3-2-5-18(25)10-11-19(31)12-13-20-22(27)6-4-7-23(20)28/h2-16H,1H3/b11-10+,13-12+

Standard InChI Key:  PMSIPPVNSKUMCH-AQASXUMVSA-N

Molfile:  

 
     RDKit          2D

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    4.3941  -19.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3929  -20.8035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1010  -21.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0992  -19.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078  -19.9804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8086  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5171  -21.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2254  -20.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2206  -19.9735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5115  -19.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072  -18.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2127  -18.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9180  -18.7489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6231  -18.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6192  -17.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9043  -17.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2022  -17.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9196  -19.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6280  -19.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6296  -20.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3381  -21.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9227  -21.2004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3396  -22.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0481  -22.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0445  -23.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7521  -23.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4600  -23.2346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4558  -22.4131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7476  -22.0097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3362  -23.6449    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.7415  -21.1925    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.6863  -19.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 13 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 25 30  1  0
 29 31  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4561010

   ---

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: 461.35

Molecular Weight (Monoisotopic): 460.0745

AlogP: 7.33

#Rotatable Bonds: 6

Polar Surface Area: 52.08

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.25

CX LogP: 8.09

CX LogD: 8.09

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.84

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