N-(3-chloro-4-fluorophenyl)-1-(3-chloro-4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1H-1,2,4-triazole-3-carboxamide

ID: ALA4530425

PubChem CID: 155545769

Max Phase: Preclinical

Molecular Formula: C25H21Cl2FN4O5

Molecular Weight: 547.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-n2nc(C(=O)Nc3ccc(F)c(Cl)c3)nc2-c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C25H21Cl2FN4O5/c1-34-19-8-6-15(12-17(19)27)32-24(13-9-20(35-2)22(37-4)21(10-13)36-3)30-23(31-32)25(33)29-14-5-7-18(28)16(26)11-14/h5-12H,1-4H3,(H,29,33)

Standard InChI Key:  WZSCQBSQEUBGGV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   20.9797  -25.8195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1973  -25.5565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7065  -26.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1813  -26.8934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9701  -26.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6336  -27.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5383  -27.9554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2006  -28.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053  -29.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7680  -29.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5240  -29.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6171  -28.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9535  -28.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3912  -26.8103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8834  -26.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4767  -25.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6522  -25.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2322  -26.1937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6428  -26.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4671  -26.9192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2221  -27.6279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6321  -28.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4070  -26.1852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9888  -26.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2464  -24.7612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4199  -24.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9501  -24.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5129  -24.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2648  -23.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4571  -23.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9005  -23.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1476  -24.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0930  -23.6341    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.2085  -22.4151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4062  -22.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3695  -28.2751    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.1879  -29.9186    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  6 14  2  0
  3 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 19 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
 17 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
 31 33  1  0
 30 34  1  0
 34 35  1  0
 12 36  1  0
 11 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530425

   ---

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: 547.37

Molecular Weight (Monoisotopic): 546.0873

AlogP: 5.67

#Rotatable Bonds: 8

Polar Surface Area: 96.73

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.24

CX Basic pKa: ┄

CX LogP: 5.63

CX LogD: 5.63

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -1.66

References

1. Mustafa M, Anwar S, Elgamal F, Ahmed ER, Aly OM..  (2019)  Potent combretastatin A-4 analogs containing 1,2,4-triazole: Synthesis, antiproliferative, anti-tubulin activity, and docking study.,  183  [PMID:31536891] [10.1016/j.ejmech.2019.111697]

Source

Source(1):

• Scientific Literature