4,4'-dihydroxytolan

ID: ALA4475134

Cas Number: 22608-45-3

PubChem CID: 9794322

Max Phase: Preclinical

Molecular Formula: C14H10O2

Molecular Weight: 210.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(C#Cc2ccc(O)cc2)cc1

Standard InChI:  InChI=1S/C14H10O2/c15-13-7-3-11(4-8-13)1-2-12-5-9-14(16)10-6-12/h3-10,15-16H

Standard InChI Key:  YAPDVYKTEDPFBG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    3.4966   -3.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0773   -4.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4773   -4.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2966   -4.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7141   -4.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3116   -3.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5313   -4.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3477   -4.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1649   -4.2015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5716   -4.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3880   -4.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7975   -4.2036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3845   -3.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5694   -3.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2601   -4.1703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6147   -4.2025    0.0000 O   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
  7  8  3  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2 15  1  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475134

   1,2-Bis(4-hydroxyphenyl)acetylene

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 210.23

Molecular Weight (Monoisotopic): 210.0681

AlogP: 2.50

#Rotatable Bonds: ┄

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.28

CX Basic pKa: ┄

CX LogP: 3.49

CX LogD: 3.48

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.66

Np Likeness Score: 0.00

References

1. Lin B, McGuire K, Liu B, Jamison J, Tsai CC..  (2016)  Synthesis and anticancer activity of a hydroxytolan series.,  26  (18): [PMID:27515319] [10.1016/j.bmcl.2016.07.082]

Source

Source(1):

• Scientific Literature