6-chloro-3-(1-(3,4-dichlorophenyl)-4,5-diphenyl-1H-imidazol-2-yl)-7-methyl-4H-chromen-4-one

ID: ALA4869150

PubChem CID: 164624644

Max Phase: Preclinical

Molecular Formula: C31H19Cl3N2O2

Molecular Weight: 557.86

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc2occ(-c3nc(-c4ccccc4)c(-c4ccccc4)n3-c3ccc(Cl)c(Cl)c3)c(=O)c2cc1Cl

Standard InChI:  InChI=1S/C31H19Cl3N2O2/c1-18-14-27-22(16-25(18)33)30(37)23(17-38-27)31-35-28(19-8-4-2-5-9-19)29(20-10-6-3-7-11-20)36(31)21-12-13-24(32)26(34)15-21/h2-17H,1H3

Standard InChI Key:  XNUWMPOQRIYTDT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 38 43  0  0  0  0  0  0  0  0999 V2000
    2.4832   -3.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4820   -4.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1901   -5.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -3.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8969   -3.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957   -4.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6019   -5.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3138   -4.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3150   -3.8780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6043   -3.4644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0242   -5.1056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1074   -5.9185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9062   -6.0906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3168   -5.3840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7716   -4.7753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1285   -5.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6066   -5.9640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4188   -5.8812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7540   -5.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2708   -4.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4603   -4.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2362   -6.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7523   -7.4935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0820   -8.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8953   -8.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3778   -7.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0455   -6.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5977   -5.9226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -3.4711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7740   -5.1071    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.9428   -3.9800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7222   -3.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8944   -2.9325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2883   -2.3831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5072   -2.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3386   -3.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6724   -2.6825    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4593   -1.5840    0.0000 Cl  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
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 11  1  0
  8 11  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
 14 16  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 13 22  1  0
  7 28  2  0
  1 29  1  0
  2 30  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
 15 31  1  0
 33 37  1  0
 34 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869150

   ---

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: 557.86

Molecular Weight (Monoisotopic): 556.0512

AlogP: 9.25

#Rotatable Bonds: 4

Polar Surface Area: 48.03

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.31

CX LogP: 9.40

CX LogD: 9.40

Aromatic Rings: 6

Heavy Atoms: 38

QED Weighted: 0.22

Np Likeness Score: -0.73

References

1. Sarkate AP, Dofe VS, Tiwari SV, Lokwani DK, Karnik KS, Kamble DD, Ansari MHSH, Dodamani S, Jalalpure SS, Sangshetti JN, Azad R, Burra PVLS, Bhandari SV..  (2021)  One pot synthesis, in silico study and evaluation of some novel flavonoids as potent topoisomerase II inhibitors.,  40  [PMID:33689875] [10.1016/j.bmcl.2021.127916]

Source

Source(1):

• Scientific Literature