Mrv1572004111621352D          

 34 37  0  0  0  0            999 V2000
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    0.7047    0.6037    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.7495   -0.1972    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    2.1630   -0.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4167   -1.4651    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    2.1694    0.5922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4546    1.8707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4707   -0.6023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
DB00931

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12[C@@H](O)[C@]3([H])C(=C)C4=C(C(O)=CC=C4)C(=O)C3=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1

> <INCHI_KEY>
MHIGBKBJSQVXNH-IWVLMIASSA-N

> <FORMULA>
C22H22N2O8

> <MOLECULAR_WEIGHT>
442.424

> <EXACT_MASS>
442.137615676

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
41.95263210043263

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,4aR,5S,5aR,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methylidene-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

> <ALOGPS_LOGP>
-0.46

> <JCHEM_LOGP>
-3.50773220089989

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.990364362567775

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8770159010201826

> <JCHEM_PKA_STRONGEST_BASIC>
7.439599869050888

> <JCHEM_POLAR_SURFACE_AREA>
181.62

> <JCHEM_REFRACTIVITY>
113.66939999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methacycline

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00931

> <SECONDARY_ACCESSION_NUMBERS>
APRD00137

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Metacycline

> <SYNONYMS>
6-Demethyl-6-deoxy-5-hydroxy-6-methylenetetracycline; 6-Deoxy-6-demethyl-6-methylene-5-oxytetracycline; 6-Methylene-5-hydroxytetracycline; 6-Methylene-5-oxytetracycline; 6-Methyleneoxytetracycline; Metaciclina; Metacycline; Methacycline; Methacyclinum; Methylenecycline; Tri-methacycline

> <SALTS>
Metacycline hydrochloride

$$$$