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

ID: ALA2286817

PubChem CID: 14601105

Max Phase: Preclinical

Molecular Formula: C17H17ClN2O2

Molecular Weight: 316.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1OC(C)(C)c2cccc(NC(=O)c3cccnc3Cl)c21

Standard InChI:  InChI=1S/C17H17ClN2O2/c1-10-14-12(17(2,3)22-10)7-4-8-13(14)20-16(21)11-6-5-9-19-15(11)18/h4-10H,1-3H3,(H,20,21)

Standard InChI Key:  FWTDUWVWBRWYEJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   33.9506  -14.4783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1623  -14.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7423  -15.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6180  -14.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6169  -14.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3249  -15.2610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0346  -14.8516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0317  -14.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3231  -13.6237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7379  -13.6177    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.7429  -15.2591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7442  -16.0763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4500  -14.8494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.1583  -15.2569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1550  -16.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8625  -16.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5705  -16.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8585  -14.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5654  -15.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8269  -13.9570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0202  -14.0493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4679  -13.4470    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  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
  7 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 19  1  0
 18 14  1  0
 18 19  2  0
 19  2  1  0
  2 20  1  0
 20 21  1  0
 21 18  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286817

   2-chloro-N-(1,1,3-trimethyl-3H-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: 316.79

Molecular Weight (Monoisotopic): 316.0979

AlogP: 4.31

#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: 3.41

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.84

Np Likeness Score: -0.81

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