Ketcher 10221516022D 1   1.00000     0.00000     0

 31 36  0     0  0            999 V2000
    3.2623    2.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2623    1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1189    0.5927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5835    1.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9756    2.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269    0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4881    0.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1189    2.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1189    3.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9756    1.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1189    5.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2621    5.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2621    4.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9756    4.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9756    5.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323    5.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5458    6.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6892    7.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8323    6.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6892    5.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5458    5.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4025    5.0444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2593    5.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2593    6.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4025    7.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    3.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1160    7.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1160    8.0121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9727    6.5282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    2.5605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0     0  0
  9  6  1  0     0  0
  1  2  1  0     0  0
  2  3  1  0     0  0
 11  6  1  0     0  0
  8 11  1  0     0  0
 11  3  1  0     0  0
  7  4  1  0     0  0
  8  4  1  0     0  0
  7  2  1  0     0  0
  4  5  1  0     0  0
  9  5  1  0     0  0
  9 10  1  0     0  0
 14 10  2  0     0  0
 10 15  1  0     0  0
 12 13  2  0     0  0
 13 14  1  0     0  0
 15 16  2  0     0  0
 12 16  1  0     0  0
 16 17  1  0     0  0
 20 17  2  0     0  0
 17 21  1  0     0  0
 18 19  2  0     0  0
 19 20  1  0     0  0
 21 22  2  0     0  0
 23 24  2  0     0  0
 24 25  1  0     0  0
 25 26  2  0     0  0
 18 22  1  0     0  0
 18 26  1  0     0  0
 22 23  1  0     0  0
 14 27  1  0     0  0
 25 28  1  0     0  0
 28 29  2  0     0  0
 28 30  1  0     0  0
 27 31  1  0     0  0
M  END
> <ID>
CHEBI:31174

> <NAME>
adapalene

> <DEFINITION>
A naphthoic acid that is CD437 in which the phenolic hydroxy group has been converted to its methyl ether.

> <STAR>
3

> <SYNONYM>
6-(3-(1-Adamantyl)-4-methoxyphenyl)-2-naphthoic acid

> <IUPAC_NAME>
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid

> <INN>
adapalenum; adapaleno; adapalene; adapalene

> <BRAND_NAME>
Differine; Adaferin

> <FORMULA>
C28H28O3

> <MASS>
412.521

> <MONOISOTOPIC_MASS>
412.20384

> <CHARGE>
0

> <SMILES>
C1C2(CC3CC(CC1C3)C2)C4=C(C=CC(=C4)C5=CC=C6C(=C5)C=CC(=C6)C(=O)O)OC

> <INCHI>
InChI=1S/C28H28O3/c1-31-26-7-6-23(21-2-3-22-12-24(27(29)30)5-4-20(22)11-21)13-25(26)28-14-17-8-18(15-28)10-19(9-17)16-28/h2-7,11-13,17-19H,8-10,14-16H2,1H3,(H,29,30)

> <INCHIKEY>
LZCDAPDGXCYOEH-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
106685-40-9

> <CHEMIDPLUS>
106685-40-9

> <DRUGBANK_ACCESSION>
DB00210

> <KEGG_DRUG_ACCESSION>
D01112

> <LINCS_ACCESSION>
LSM-37048

> <WIKIPEDIA_ACCESSION>
Adapalene

> <PUBMED_CITATION>
11594670; 12833014; 25016424; 26398439; 26483036

$$$$