Mrv1718001091814182D          

 31 34  0  0  0  0            999 V2000
   -1.7008   -4.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -3.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1221   -3.4240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9385   -2.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5433   -2.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3597   -1.2543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5714   -1.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9666   -1.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1502   -2.3764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3878   -0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5995    0.0363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4159    0.8406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724    1.0838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9771    0.5226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7936   -0.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0052   -0.5247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1783   -1.3291    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.5560    1.8881    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3603    2.0717    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7182    2.8149    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3603    3.5583    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5560    3.7419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7877    2.8149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0890    3.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0890    2.4025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3724    4.5462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4159    4.7894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8747    4.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5432    2.8149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8747    1.4267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454   -2.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 13  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 18 25  1  0  0  0  0
 22 26  1  6  0  0  0
 26 27  1  0  0  0  0
 21 28  1  1  0  0  0
 20 29  1  6  0  0  0
 19 30  1  1  0  0  0
  9 31  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET01909

> <DATABASE_NAME>
drugbank

> <SMILES>
CCOC1=CC=C(CC2=CC(=CC=C2Cl)[C@]23OC[C@](CO)(O2)[C@@H](O)[C@H](O)[C@H]3O)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H25ClO8/c1-2-29-17-6-3-12(8-16(17)25)7-13-9-14(4-5-15(13)23)22-20(28)18(26)19(27)21(10-24,31-22)11-30-22/h3-6,8-9,18-20,24-28H,2,7,10-11H2,1H3/t18-,19-,20+,21-,22-/m0/s1

> <INCHI_KEY>
GEUGURPKGGWOGC-CUUWFGFTSA-N

> <FORMULA>
C22H25ClO8

> <MOLECULAR_WEIGHT>
452.88

> <EXACT_MASS>
452.1237955

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
45.56574313084941

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2S,3S,4R,5S)-5-{4-chloro-3-[(4-ethoxy-3-hydroxyphenyl)methyl]phenyl}-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

> <ALOGPS_LOGP>
2.08

> <JCHEM_LOGP>
2.013021214

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.983856732760662

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.960784758819328

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1476481593402514

> <JCHEM_POLAR_SURFACE_AREA>
128.84

> <JCHEM_REFRACTIVITY>
111.05009999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.15e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3S,4R,5S)-5-{4-chloro-3-[(4-ethoxy-3-hydroxyphenyl)methyl]phenyl}-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET01909

> <NAME>
Ertugliflozin M3 metabolite

$$$$