Mrv1572003291621092D          

 26 31  0  0  0  0            999 V2000
   -0.4474   -1.5630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9843   -0.0278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1850   -2.1573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1850    2.0102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4240   -0.8985    0.0000 N   0  3  2  0  0  0  0  0  0  0  0  0
   -1.7194   -0.4860    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0049   -0.8985    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2904   -0.4860    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2427    0.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694    0.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338   -0.8985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7194    0.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2532   -1.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2904    0.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049   -1.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8882   -0.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    0.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6181   -1.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194   -2.1360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338   -1.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    0.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7337   -0.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1428    0.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0049    1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4338    1.5764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7194    1.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  1  0  0  0
 11  2  1  6  0  0  0
  2 21  1  0  0  0  0
  3 20  2  0  0  0  0
  4 25  1  0  0  0  0
  5  8  1  0  0  0  0
  5 10  1  0  0  0  0
  5 13  1  0  0  0  0
  5 18  1  1  0  0  0
  6  7  1  0  0  0  0
  6  9  1  1  0  0  0
  6 11  1  0  0  0  0
  6 12  1  0  0  0  0
  7  8  1  0  0  0  0
  7 15  1  0  0  0  0
  8 14  1  1  0  0  0
  9 10  1  0  0  0  0
 11 20  1  0  0  0  0
 12 17  2  0  0  0  0
 12 21  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  1  0  0  0  0
 15 19  1  0  0  0  0
 16 22  1  0  0  0  0
 16 23  1  0  0  0  0
 17 24  1  0  0  0  0
 19 20  1  0  0  0  0
 21 25  2  0  0  0  0
 22 23  1  0  0  0  0
 24 26  2  0  0  0  0
 25 26  1  0  0  0  0
M  CHG  1   5   1
M  END
> <DATABASE_ID>
DB06800

> <DATABASE_NAME>
drugbank

> <SMILES>
C[N@+]1(CC2CC2)CC[C@]23[C@H]4OC5=C(O)C=CC(C[C@@H]1[C@]2(O)CCC4=O)=C35

> <INCHI_IDENTIFIER>
InChI=1S/C21H25NO4/c1-22(11-12-2-3-12)9-8-20-17-13-4-5-14(23)18(17)26-19(20)15(24)6-7-21(20,25)16(22)10-13/h4-5,12,16,19,25H,2-3,6-11H2,1H3/p+1/t16-,19+,20+,21-,22-/m1/s1

> <INCHI_KEY>
JVLBPIPGETUEET-WIXLDOGYSA-O

> <FORMULA>
C21H26NO4

> <MOLECULAR_WEIGHT>
356.441

> <EXACT_MASS>
356.185634741

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.04137133309816

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,4R,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-4-ium

> <ALOGPS_LOGP>
0.59

> <JCHEM_LOGP>
-2.492788006471746

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.413183016463588

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.903289117194666

> <JCHEM_PKA_STRONGEST_BASIC>
-3.938474570650043

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
107.41510000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.29e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,4R,5R,13R,17S)-4-(cyclopropylmethyl)-10,17-dihydroxy-4-methyl-14-oxo-12-oxa-4-azapentacyclo[9.6.1.0¹,¹³.0⁵,¹⁷.0⁷,¹⁸]octadeca-7(18),8,10-trien-4-ium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06800

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Methylnaltrexone

> <SYNONYMS>
MNTX

> <PRODUCTS>
Relistor

> <SALTS>
Methylnaltrexone bromide

$$$$