2-chloro-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)nicotinamide

ID: ALA2272355

PubChem CID: 14535902

Max Phase: Preclinical

Molecular Formula: C18H19ClN2O

Molecular Weight: 314.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1CC(C)(C)c2cccc(NC(=O)c3cccnc3Cl)c21

Standard InChI:  InChI=1S/C18H19ClN2O/c1-11-10-18(2,3)13-7-4-8-14(15(11)13)21-17(22)12-6-5-9-20-16(12)19/h4-9,11H,10H2,1-3H3,(H,21,22)

Standard InChI Key:  KDJVKWYVUGSJQR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   17.4169  -10.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8391  -11.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6320  -11.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7825  -13.3324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5979  -13.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0048  -12.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3757  -12.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7789  -11.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5953  -11.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1769  -10.6660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5204  -11.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5585  -12.6333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1478  -11.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3306  -11.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5542  -11.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9222  -11.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1057  -11.2240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6984  -11.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1135  -12.6423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9286  -12.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3298  -10.5137    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.9364  -10.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  9  2  1  0
  2 10  1  0
 10 11  1  0
 11  8  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 16 21  1  0
 11 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272355

   2-chloro-N-(1,1,3-trimethyl-2,3-dihydroinden-4-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: 314.82

Molecular Weight (Monoisotopic): 314.1186

AlogP: 4.77

#Rotatable Bonds: 2

Polar Surface Area: 41.99

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: -0.62

References

1. Yoshikawa Y, Katsuta H, Kishi J, Yanase Y.  (2011)  Structure-activity relationship of carboxin-related carboxamides as fungicide,  36  (3): [10.1584/jpestics.G10-70]

2. 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