2-chloro-N-(2-ethyl-2,4-dimethyl-4H-benzo[d][1,3]dioxin-8-yl)nicotinamide

ID: ALA2286828

PubChem CID: 76312902

Max Phase: Preclinical

Molecular Formula: C18H19ClN2O3

Molecular Weight: 346.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC1(C)Oc2c(NC(=O)c3cccnc3Cl)cccc2C(C)O1

Standard InChI:  InChI=1S/C18H19ClN2O3/c1-4-18(3)23-11(2)12-7-5-9-14(15(12)24-18)21-17(22)13-8-6-10-20-16(13)19/h5-11H,4H2,1-3H3,(H,21,22)

Standard InChI Key:  ZYNSABAKIVOKFP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   32.0217  -23.2528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0206  -24.0723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7286  -24.4813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4383  -24.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4355  -23.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7269  -22.8439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1416  -22.8379    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   34.1467  -24.4793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1479  -25.2965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8537  -24.0696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.5621  -24.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5587  -25.2927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2662  -25.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9743  -25.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2623  -24.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9663  -24.4701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6650  -24.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6658  -23.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.9619  -22.8488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2570  -23.2554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.3774  -22.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5371  -22.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5875  -21.4767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3728  -24.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  4  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 16  1  0
 15 11  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 21 23  1  0
 17 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286828

   2-chloro-N-(2-ethyl-2,4-dimethyl-4H-1,3-benzodioxin-8-yl)pyridine-3-carboxamide

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: 346.81

Molecular Weight (Monoisotopic): 346.1084

AlogP: 4.58

#Rotatable Bonds: 3

Polar Surface Area: 60.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.83

Np Likeness Score: -0.93

References

1. ODA M, SASAKI N, SAKAKI T, NONAKA N, YAMAGISHI K, TOMITA H.  (1992)  Structure-Activity Relationships of 2-Chloropyridine-3-carboxamide Fungicides,  17  (2): [10.1584/jpestics.17.2_91]

Source

Source(1):

• Scientific Literature