2-(4-{[1-(2,4-difluorophenyl)-1H-1,2,3-triazol-4-yl]methoxy}-3-methoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one

ID: ALA3780025

PubChem CID: 127033198

Max Phase: Preclinical

Molecular Formula: C27H21F2N3O6

Molecular Weight: 521.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(=O)cc(-c3ccc(OCc4cn(-c5ccc(F)cc5F)nn4)c(OC)c3)oc2c1

Standard InChI:  InChI=1S/C27H21F2N3O6/c1-34-18-10-25(36-3)27-21(33)12-23(38-26(27)11-18)15-4-7-22(24(8-15)35-2)37-14-17-13-32(31-30-17)20-6-5-16(28)9-19(20)29/h4-13H,14H2,1-3H3

Standard InChI Key:  ZEURTRLLPADFPA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2907    2.9981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3272    3.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9091   -1.5019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9072   -2.7019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8926   -1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4908   -1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4885   -3.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1883   -3.7510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8904   -2.9990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1830   -5.2518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1420   -5.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7886   -3.7527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0885   -3.0024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3886   -3.7521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7410   -3.1331    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7430   -4.2493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9910   -5.5472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5243   -5.2331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5993   -6.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6224   -8.0597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1255   -9.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6009   -9.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5731   -8.6013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0700   -7.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0034  -10.8741    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   14.8475   -6.2741    0.0000 F   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
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
  2 14  1  0
 14 15  1  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 26  2  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 34 37  1  0
 36 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3780025

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 521.48

Molecular Weight (Monoisotopic): 521.1398

AlogP: 4.92

#Rotatable Bonds: 8

Polar Surface Area: 97.84

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 5

Heavy Atoms: 38

QED Weighted: 0.28

Np Likeness Score: -0.68

References

1. Kant R, Kumar D, Agarwal D, Gupta RD, Tilak R, Awasthi SK, Agarwal A..  (2016)  Synthesis of newer 1,2,3-triazole linked chalcone and flavone hybrid compounds and evaluation of their antimicrobial and cytotoxic activities.,  113  [PMID:26922227] [10.1016/j.ejmech.2016.02.041]

Source

Source(1):

• Scientific Literature