3,3',5,5'-tetrahydroxytolan

ID: ALA4471386

Cas Number: 400608-33-5

PubChem CID: 9878093

Max Phase: Preclinical

Molecular Formula: C14H10O4

Molecular Weight: 242.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cc(O)cc(C#Cc2cc(O)cc(O)c2)c1

Standard InChI:  InChI=1S/C14H10O4/c15-11-3-9(4-12(16)7-11)1-2-10-5-13(17)8-14(18)6-10/h3-8,15-18H

Standard InChI Key:  GLTQROIWKKPHRO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    5.4777   -8.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0583   -9.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4584  -10.0654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2777  -10.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6952   -9.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2927   -8.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5123   -9.3736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3287   -9.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1459   -9.3729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5527  -10.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3691  -10.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7785   -9.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3655   -8.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5505   -8.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7716   -7.9558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7774  -10.7912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0775   -7.9357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0411  -10.7680    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
 13 15  1  0
 11 16  1  0
  1 17  1  0
  3 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4471386

   1,3-Benzenediol, 5,5'-(1,2-ethynediyl)bis-

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: 242.23

Molecular Weight (Monoisotopic): 242.0579

AlogP: 1.91

#Rotatable Bonds: ┄

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.73

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.53

Np Likeness Score: 0.27

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