3,4',5-trihydroxytolan

ID: ALA4579912

PubChem CID: 512757

Max Phase: Preclinical

Molecular Formula: C14H10O3

Molecular Weight: 226.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(C#Cc2cc(O)cc(O)c2)cc1

Standard InChI:  InChI=1S/C14H10O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h3-9,15-17H

Standard InChI Key:  INCPELDRPZIEKK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   12.4568   -3.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0375   -4.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4376   -4.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2568   -4.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6743   -4.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2719   -3.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4915   -4.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3079   -4.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1251   -4.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5318   -4.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3483   -4.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7577   -4.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3447   -3.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5296   -3.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2204   -4.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7508   -2.6276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7565   -5.4629    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
 13 16  1  0
 11 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4579912

   5-[2-(4-Hydroxyphenyl)ethynyl]benzene-1,3-diol

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: 226.23

Molecular Weight (Monoisotopic): 226.0630

AlogP: 2.20

#Rotatable Bonds: ┄

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.93

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.17

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.60

Np Likeness Score: 0.28

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