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

ID: ALA4130220

PubChem CID: 145962058

Max Phase: Preclinical

Molecular Formula: C22H23Cl3N4O2

Molecular Weight: 481.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCOc1nc(-c2ccc(Cl)c(Cl)c2)n(-c2ccc(NC(=O)CCl)cc2)n1

Standard InChI:  InChI=1S/C22H23Cl3N4O2/c1-2-3-4-5-12-31-22-27-21(15-6-11-18(24)19(25)13-15)29(28-22)17-9-7-16(8-10-17)26-20(30)14-23/h6-11,13H,2-5,12,14H2,1H3,(H,26,30)

Standard InChI Key:  FMKMQFIKMYUGQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   16.5006  -10.5988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3178  -10.5988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5722   -9.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9092   -9.3399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2505   -9.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4754   -9.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3062   -8.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5297   -8.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9217   -9.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0954   -9.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717  -10.1183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0200  -11.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2064  -11.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7254  -11.8280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0568  -12.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8738  -12.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3512  -11.9996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3497   -9.5706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5764  -13.2371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7637  -13.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2834  -13.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4313  -12.4051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4707  -13.7274    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.1441   -8.8158    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.4903  -10.4190    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   18.5207   -8.7715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2983   -8.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4693   -7.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2468   -7.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4179   -6.6704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1954   -6.4190    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
M  END

Alternative Forms

1. Parent:

   

   ALA4130220

   ---

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: 481.81

Molecular Weight (Monoisotopic): 480.0887

AlogP: 6.38

#Rotatable Bonds: 10

Polar Surface Area: 69.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.11

CX LogD: 7.11

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.27

Np Likeness Score: -1.52

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