N-(5-chloro-2-hydroxyphenyl)benzamide

ID: ALA506149

Cas Number: 93099-45-7

PubChem CID: 459332

Max Phase: Preclinical

Molecular Formula: C13H10ClNO2

Molecular Weight: 247.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1cc(Cl)ccc1O)c1ccccc1

Standard InChI:  InChI=1S/C13H10ClNO2/c14-10-6-7-12(16)11(8-10)15-13(17)9-4-2-1-3-5-9/h1-8,16H,(H,15,17)

Standard InChI Key:  XRVBCGDRMFFQRJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -4.6304   -5.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6317   -6.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9188   -6.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1995   -6.5329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2026   -5.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9208   -5.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4847   -6.9447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4840   -7.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7691   -8.1814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1980   -8.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7711   -9.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0571   -9.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3421   -9.0053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3455   -8.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0600   -7.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4902   -5.2858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3467   -6.9448    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  0
  4  5  1  0
  8 10  2  0
  2  3  1  0
  9 11  2  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  4  7  1  0
 14 15  2  0
 15  9  1  0
  3  4  2  0
  5 16  1  0
  7  8  1  0
  2 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA506149

   Benzamide, N-(5-chloro-2-hydroxyphenyl)-

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: 247.68

Molecular Weight (Monoisotopic): 247.0400

AlogP: 3.30

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.23

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.31

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.80

Np Likeness Score: -1.29

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. 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(1):

• Scientific Literature