5-Chloro-2-(2-naphthalen-2-yloxy)-phenol

ID: ALA2347845

PubChem CID: 71718966

Max Phase: Preclinical

Molecular Formula: C16H11ClO2

Molecular Weight: 270.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1cc(Cl)ccc1Oc1ccc2ccccc2c1

Standard InChI:  InChI=1S/C16H11ClO2/c17-13-6-8-16(15(18)10-13)19-14-7-5-11-3-1-2-4-12(11)9-14/h1-10,18H

Standard InChI Key:  PDNCXSWHFTWSBA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    8.4635   -1.9687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4624   -2.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1704   -3.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8801   -2.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8773   -1.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1686   -1.5598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1662   -0.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7544   -3.1962    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5834   -1.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2927   -1.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2924   -2.7746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0008   -3.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9933   -1.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7022   -1.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7052   -2.7676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4155   -3.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1234   -2.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1165   -1.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4056   -1.5352    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
  6  7  1  0
  2  8  1  0
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 15  2  0
 14 13  2  0
 13 10  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2347845

   5-Chloro-2-(2-naphthyloxy)phenol

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: 270.72

Molecular Weight (Monoisotopic): 270.0448

AlogP: 4.99

#Rotatable Bonds: 2

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.70

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.59

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.25

References

1. Cheng G, Muench SP, Zhou Y, Afanador GA, Mui EJ, Fomovska A, Lai BS, Prigge ST, Woods S, Roberts CW, Hickman MR, Lee PJ, Leed SE, Auschwitz JM, Rice DW, McLeod R..  (2013)  Design, synthesis, and biological activity of diaryl ether inhibitors of Toxoplasma gondii enoyl reductase.,  23  (7): [PMID:23453069] [10.1016/j.bmcl.2013.02.019]

Source

Source(1):

• Scientific Literature