Mrv1652310201622512D          

 30 33  0  0  1  0            999 V2000
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   -1.2691   -6.0569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8738   -5.4957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902   -4.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2950   -4.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114   -3.3260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3231   -3.0828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183   -3.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019   -4.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395   -2.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3512   -2.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676   -1.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6208   -0.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2255   -1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0420   -2.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2536   -2.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0700   -3.4008    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.8044   -0.1835    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6087    0.0001    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9666    0.7434    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6087    1.4867    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8044    1.6703    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0361    0.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    1.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593    0.3309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6208    2.4746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1676    2.7178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231    2.1317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    0.7434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1231   -0.6449    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
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 16 17  1  0  0  0  0
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 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
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 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
M  END
> <DATABASE_ID>
DB11827

> <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=C1

> <INCHI_IDENTIFIER>
InChI=1S/C22H25ClO7/c1-2-28-16-6-3-13(4-7-16)9-14-10-15(5-8-17(14)23)22-20(27)18(25)19(26)21(11-24,30-22)12-29-22/h3-8,10,18-20,24-27H,2,9,11-12H2,1H3/t18-,19-,20+,21-,22-/m0/s1

> <INCHI_KEY>
MCIACXAZCBVDEE-CUUWFGFTSA-N

> <FORMULA>
C22H25ClO7

> <MOLECULAR_WEIGHT>
436.89

> <EXACT_MASS>
436.1288808

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
44.94789547291394

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.21

> <JCHEM_LOGP>
2.316586535666666

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.960531929821933

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.980119103109944

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1476481593402514

> <JCHEM_POLAR_SURFACE_AREA>
108.61000000000001

> <JCHEM_REFRACTIVITY>
109.06919999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11827

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Ertugliflozin

> <SYNONYMS>
(1S,2S,3S,4R,5S)-5-(4-Chloro-3-(4-ethoxybenzyl)phenyl)-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol; 1,6-Anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-5-C-(hydroxymethyl)-β-L-idopyranose; Ertugliflozin; β-L-Idopyranose, 1,6-anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-5-C-(hydroxymethyl)-

> <PRODUCTS>
Segluromet; Steglatro; Steglujan

> <SALTS>
Ertugliflozin pidolate

$$$$