2-Chloro-N-(4-(5-(3,4-dichlorophenyl)-3-(2-(2-methoxyethoxy)ethoxy)-1H-1,2,4-triazol-1-yl)phenyl)acetamide

ID: ALA4129713

PubChem CID: 145962886

Max Phase: Preclinical

Molecular Formula: C21H21Cl3N4O4

Molecular Weight: 499.78

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCOCCOc1nc(-c2ccc(Cl)c(Cl)c2)n(-c2ccc(NC(=O)CCl)cc2)n1

Standard InChI:  InChI=1S/C21H21Cl3N4O4/c1-30-8-9-31-10-11-32-21-26-20(14-2-7-17(23)18(24)12-14)28(27-21)16-5-3-15(4-6-16)25-19(29)13-22/h2-7,12H,8-11,13H2,1H3,(H,25,29)

Standard InChI Key:  VPJNPOGKWPRMCZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   17.8750  -12.5014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6922  -12.5014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9466  -11.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2836  -11.2426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6249  -11.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8497  -11.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6806  -10.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9041  -10.4222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2961  -10.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4698  -11.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2461  -12.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3943  -13.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5808  -13.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0998  -13.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4311  -14.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2482  -14.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7256  -13.9022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7241  -11.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9508  -15.1397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1381  -15.0543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6578  -15.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8057  -14.3078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8451  -15.6301    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.5184  -10.7184    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.8647  -12.3216    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.8951  -10.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6727  -10.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8437   -9.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6212   -9.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7922   -8.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5698   -8.3216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7408   -7.5225    0.0000 C   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  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  5  6  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
  1 12  1  0
  3 18  1  0
 15 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  1  0
  9 24  1  0
 10 25  1  0
 18 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4129713

   ---

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: 499.78

Molecular Weight (Monoisotopic): 498.0628

AlogP: 4.46

#Rotatable Bonds: 11

Polar Surface Area: 87.50

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -1.77

References

1. Wu G, Wang H, Zhou W, Zeng B, Mo W, Zhu K, Liu R, Zhou J, Chen C, Chen H..  (2018)  Synthesis and structure-activity relationship studies of MI-2 analogues as MALT1 inhibitors.,  26  (12): [PMID:29751989] [10.1016/j.bmc.2018.04.059]

Source

Source(1):

• Scientific Literature