3-benzyl-5,7-dihydroxy-4-methyl-2H-chromen-2-one

ID: ALA502842

Cas Number: 219551-85-6

PubChem CID: 5428531

Max Phase: Preclinical

Molecular Formula: C17H14O4

Molecular Weight: 282.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Cc2ccccc2)c(=O)oc2cc(O)cc(O)c12

Standard InChI:  InChI=1S/C17H14O4/c1-10-13(7-11-5-3-2-4-6-11)17(20)21-15-9-12(18)8-14(19)16(10)15/h2-6,8-9,18-19H,7H2,1H3

Standard InChI Key:  UKYMHVBZOSPIOA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -0.1802   -1.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1802   -0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343   -0.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343   -1.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487   -1.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2487   -0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9632   -0.0772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6777   -0.4897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -0.0772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343   -2.5522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8947   -0.0772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9632   -1.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6777   -1.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -1.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9632   -2.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -2.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -2.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1066   -3.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -4.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6777   -3.7897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6777   -2.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  4 10  1  0
  5  6  1  0
  2 11  1  0
 12 13  2  0
  2  3  1  0
  3  6  2  0
  1  2  2  0
 13 14  1  0
 15 12  1  0
  5 12  1  0
 14 16  1  0
  6  7  1  0
 16 17  2  0
  7  8  1  0
 17 18  1  0
  8 13  1  0
 18 19  2  0
  5  4  2  0
 19 20  1  0
  8  9  2  0
 20 21  2  0
 21 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA502842

   3-benzyl-5,7-dihydroxy-4-methyl-2H-chromen-2-one

Molecule Features

Natural Product: Yes

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: 282.30

Molecular Weight (Monoisotopic): 282.0892

AlogP: 3.10

#Rotatable Bonds: 2

Polar Surface Area: 70.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.40

CX Basic pKa: ┄

CX LogP: 3.45

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: 0.51

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]

2. Li G, Wang D, Sun M, Li G, Hu J, Zhang Y, Yuan Y, Ji H, Chen N, Liu G..  (2010)  Discovery and optimization of novel 3-piperazinylcoumarin antagonist of chemokine-like factor 1 with oral antiasthma activity in mice.,  53  (4): [PMID:20099827] [10.1021/jm901652p]

3. PubChem BioAssay data set, 

4.  (2012)  Agents and methods for treating ischemic and other diseases, 

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• Patent Bioactivity Data