3-O-Benzoyldiorcinol

ID: ALA2332629

PubChem CID: 71716374

Max Phase: Preclinical

Molecular Formula: C22H20O4

Molecular Weight: 348.40

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-O-Benzoyldiorcinol | 3-O-Benzoyldiorcinol|CHEMBL2332629

Canonical SMILES:  COc1cc(C)cc(Oc2cc(C)cc(OC(=O)c3ccccc3)c2)c1

Standard InChI:  InChI=1S/C22H20O4/c1-15-9-18(24-3)13-19(10-15)25-20-11-16(2)12-21(14-20)26-22(23)17-7-5-4-6-8-17/h4-14H,1-3H3

Standard InChI Key:  ASBWLOLXASWFLH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   13.1235  -22.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1223  -23.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8371  -23.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5535  -23.2225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5507  -22.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8353  -21.9828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2635  -21.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9796  -22.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9793  -23.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6944  -23.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4084  -23.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4026  -22.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6869  -21.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8369  -24.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6972  -24.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1141  -21.9567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4088  -21.9832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4087  -21.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1080  -21.1318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3905  -20.7244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8194  -20.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5355  -21.1224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2464  -20.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2409  -19.8796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5184  -19.4724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8104  -19.8918    0.0000 C   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  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  3 14  1  0
 10 15  1  0
 12 16  1  0
  1 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2332629

   3-O-Benzoyldiorcinol

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: 348.40

Molecular Weight (Monoisotopic): 348.1362

AlogP: 5.32

#Rotatable Bonds: 5

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.00

CX LogD: 6.00

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -0.27

References

1. Chen M, Shao CL, Fu XM, Xu RF, Zheng JJ, Zhao DL, She ZG, Wang CY..  (2013)  Bioactive indole alkaloids and phenyl ether derivatives from a marine-derived Aspergillus sp. Fungus.,  76  (4): [PMID:23527875] [10.1021/np300707x]

Source

Source(1):

• Scientific Literature