2-chloro-N-(3-methyl-1,3-dihydroisobenzofuran-4-yl)nicotinamide

ID: ALA2286816

PubChem CID: 76309188

Max Phase: Preclinical

Molecular Formula: C15H13ClN2O2

Molecular Weight: 288.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1OCc2cccc(NC(=O)c3cccnc3Cl)c21

Standard InChI:  InChI=1S/C15H13ClN2O2/c1-9-13-10(8-20-9)4-2-6-12(13)18-15(19)11-5-3-7-17-14(11)16/h2-7,9H,8H2,1H3,(H,18,19)

Standard InChI Key:  PVKHUDFVZPKASV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   21.5138  -14.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5127  -14.8727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2207  -15.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9304  -14.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9276  -14.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2189  -13.6443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6337  -13.6383    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.6387  -15.2797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6400  -16.0969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3458  -14.8700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.0542  -15.2775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0508  -16.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7583  -16.5005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4664  -16.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7544  -14.8657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4612  -15.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0597  -14.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7228  -13.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9160  -14.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3637  -13.4676    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
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286816

   2-chloro-N-(3-methyl-1,3-dihydro-2-benzofuran-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: 288.73

Molecular Weight (Monoisotopic): 288.0666

AlogP: 3.58

#Rotatable Bonds: 2

Polar Surface Area: 51.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -1.19

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