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

ID: ALA4129714

PubChem CID: 145962887

Max Phase: Preclinical

Molecular Formula: C19H18Cl3N5O2

Molecular Weight: 454.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCNc1nc(-c2ccc(Cl)c(Cl)c2)n(-c2ccc(NC(=O)CCl)cc2)n1

Standard InChI:  InChI=1S/C19H18Cl3N5O2/c1-29-9-8-23-19-25-18(12-2-7-15(21)16(22)10-12)27(26-19)14-5-3-13(4-6-14)24-17(28)11-20/h2-7,10H,8-9,11H2,1H3,(H,23,26)(H,24,28)

Standard InChI Key:  TUOZTMUFAYYYSH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   18.4033  -10.7845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2205  -10.7845    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4748  -10.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8119   -9.5256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1531  -10.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3780   -9.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2088   -8.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4324   -8.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8244   -9.2526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9981  -10.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7744  -10.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9226  -11.4419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1091  -11.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6280  -12.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9594  -12.7617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7765  -12.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2539  -12.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2524   -9.7563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4791  -13.4228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6664  -13.3374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1861  -13.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3340  -12.5909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3733  -13.9131    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.0467   -9.0015    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.3930  -10.6047    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.8589  -10.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6365  -10.0525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2430  -10.6002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0205  -10.3487    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
M  END

Alternative Forms

1. Parent:

   

   ALA4129714

   ---

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: 454.75

Molecular Weight (Monoisotopic): 453.0526

AlogP: 4.48

#Rotatable Bonds: 8

Polar Surface Area: 81.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.62

CX Basic pKa: 0.80

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -1.97

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