5-chloro-2-methoxy-N-(pyridin-4-yl)benzamide

ID: ALA504665

Cas Number: 349426-19-3

PubChem CID: 868972

Max Phase: Preclinical

Molecular Formula: C13H11ClN2O2

Molecular Weight: 262.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cl)cc1C(=O)Nc1ccncc1

Standard InChI:  InChI=1S/C13H11ClN2O2/c1-18-12-3-2-9(14)8-11(12)13(17)16-10-4-6-15-7-5-10/h2-8H,1H3,(H,15,16,17)

Standard InChI Key:  XNSYDSWTCWLVTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.8926   -6.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8940   -7.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810   -7.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4617   -7.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649   -6.5178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1829   -6.1090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7524   -6.1018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0359   -6.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089   -7.7608    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468   -7.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7462   -8.5856    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0329   -7.3475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313   -8.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -9.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3193  -10.2345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3958   -9.8214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3924   -8.9921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3222   -8.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  9  1  0
  4  5  1  0
  4 10  1  0
  2  3  1  0
 10 11  1  0
  5  6  2  0
 10 12  2  0
  6  1  1  0
 11 13  1  0
  1  2  2  0
 13 14  2  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  2  0
  7  8  1  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA504665

   5-chloro-2-methoxy-N-pyridin-4-ylbenzamide

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: 262.70

Molecular Weight (Monoisotopic): 262.0509

AlogP: 3.00

#Rotatable Bonds: 3

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: 5.61

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.93

Np Likeness Score: -1.74

References

1. Coi A, Fiamingo FL, Livi O, Calderone V, Martelli A, Massarelli I, Bianucci AM..  (2009)  QSAR studies on BK channel activators.,  17  (1): [PMID:19026552] [10.1016/j.bmc.2008.10.068]

2. PubChem BioAssay data set, 

3. Kirby RW, Martelli A, Calderone V, McKay NG, Lawson K..  (2013)  Large conductance Ca(2+)-activated K(+) channel (BKCa) activating properties of a series of novel N-arylbenzamides: Channel subunit dependent effects.,  21  (14): [PMID:23707646] [10.1016/j.bmc.2013.05.003]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays