1,3-dihydroxy-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one

ID: ALA502843

Cas Number: 3722-45-0

PubChem CID: 5397934

Max Phase: Preclinical

Molecular Formula: C13H12O4

Molecular Weight: 232.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1oc2cc(O)cc(O)c2c2c1CCCC2

Standard InChI:  InChI=1S/C13H12O4/c14-7-5-10(15)12-8-3-1-2-4-9(8)13(16)17-11(12)6-7/h5-6,14-15H,1-4H2

Standard InChI Key:  WHOXXIZKHZBTOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    8.8314   -0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2439    0.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8314    1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0064   -0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5939    0.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0064    1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5939    1.8133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7689    1.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3564    1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7689    0.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3564   -0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3564    2.5277    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5939   -1.0446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0689    0.3843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5314   -0.3302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1189    0.3843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5314    1.0988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  5  6  1  0
 10 11  1  0
  8 12  2  0
  2  3  1  0
  4 13  1  0
  3  6  2  0
  2 14  1  0
  1  2  2  0
 11 15  1  0
  5  4  2  0
 15 16  1  0
 16 17  1  0
  4  1  1  0
  9 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA502843

   1,3-dihydroxy-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-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: 232.24

Molecular Weight (Monoisotopic): 232.0736

AlogP: 2.08

#Rotatable Bonds: ┄

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: 2.30

CX LogD: 1.99

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.68

Np Likeness Score: 0.88

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]

Source

Source(1):

• Scientific Literature