1,1'-(biphenyl-4,4'-diyl)bis(2,2-dihydroxyethanone)

ID: ALA454274

Max Phase: Preclinical

Molecular Formula: C16H14O6

Molecular Weight: 302.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(-c2ccc(C(=O)C(O)O)cc2)cc1)C(O)O

Standard InChI:  InChI=1S/C16H14O6/c17-13(15(19)20)11-5-1-9(2-6-11)10-3-7-12(8-4-10)14(18)16(21)22/h1-8,15-16,19-22H

Standard InChI Key:  DDPNUFITOMENNU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    3.5964   -3.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -3.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675   -3.5797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675   -4.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -4.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -4.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -5.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675   -6.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675   -6.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -7.2922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -6.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -6.0547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -8.1172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -8.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675   -8.5297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -9.3547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109   -8.1172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8820   -2.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1675   -1.9297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5964   -1.1047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3109   -2.3422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  2  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
  6  1  1  0
 10 13  1  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 13 15  2  0
  7  8  2  0
 14 16  1  0
 14 17  1  0
  8  9  1  0
  2 18  1  0
  4  5  1  0
 18 19  2  0
  9 10  2  0
 18 20  1  0
  2  3  1  0
 20 21  1  0
 10 11  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA454274

   ---

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: 302.28

Molecular Weight (Monoisotopic): 302.0790

AlogP: 0.34

#Rotatable Bonds: 5

Polar Surface Area: 115.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.25

CX Basic pKa: ┄

CX LogP: 0.52

CX LogD: 0.52

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.47

Np Likeness Score: 0.03

References

1. Zhang L, Yan Y, Liu Z, Abliz Z, Liu G..  (2009)  Identification of peptide substrate and small molecule inhibitors of testis-specific serine/threonine kinase1 (TSSK1) by the developed assays.,  52  (14): [PMID:19530700] [10.1021/jm9002846]

Source

Source(1):

• Scientific Literature