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

ID: ALA4129322

PubChem CID: 145962022

Max Phase: Preclinical

Molecular Formula: C19H17Cl3N4O2S

Molecular Weight: 471.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCCOc1nc(-c2ccc(Cl)c(Cl)c2)n(-c2ccc(NC(=O)CCl)cc2)n1

Standard InChI:  InChI=1S/C19H17Cl3N4O2S/c1-29-9-8-28-19-24-18(12-2-7-15(21)16(22)10-12)26(25-19)14-5-3-13(4-6-14)23-17(27)11-20/h2-7,10H,8-9,11H2,1H3,(H,23,27)

Standard InChI Key:  RJQYVOBTASRANG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   29.5097   -3.2605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3268   -3.2605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5812   -2.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9182   -2.0017    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2595   -2.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4844   -2.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3152   -1.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5387   -1.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9307   -1.7287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1045   -2.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8807   -2.7801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0290   -3.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2154   -3.8301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7344   -4.4898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0658   -5.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8829   -5.3220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3603   -4.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3588   -2.2324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5855   -5.8988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7727   -5.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2924   -6.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4403   -5.0669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4797   -6.3892    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.1531   -1.4775    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.4993   -3.0808    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.5298   -1.4333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3073   -1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4783   -0.3827    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   33.2559   -0.1313    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:

   

   ALA4129322

   ---

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: 471.80

Molecular Weight (Monoisotopic): 470.0138

AlogP: 5.16

#Rotatable Bonds: 8

Polar Surface Area: 69.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.69

CX LogD: 5.69

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: -1.93

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