Mrv1718011211814262D          

 35 39  0  0  0  0            999 V2000
   -5.4799    1.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1943    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1943    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4799    0.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7654    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7654    1.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0508    0.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3365    0.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3364    1.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0509    1.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6220    0.0342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9075    0.4466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9073    1.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6218    1.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930    0.0339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4785    0.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4783    1.2713    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1928    1.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0509    2.5094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0508   -0.7906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6217    2.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6221   -0.7907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2362    1.6837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2360    0.8587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1930   -0.7910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2363    2.5087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9506    1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1931   -1.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9076   -2.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9076   -2.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1931   -3.2660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786   -2.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4786   -2.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6221   -3.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1931   -4.0910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  5  7  1  0  0  0  0
  6 10  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
  8 11  1  0  0  0  0
 14  9  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 15  1  0  0  0  0
 13 18  1  0  0  0  0
 17 23  1  1  0  0  0
 23 27  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 28 33  1  0  0  0  0
 10 19  2  0  0  0  0
  7 20  2  0  0  0  0
 14 21  1  0  0  0  0
 11 22  1  0  0  0  0
 15 25  1  6  0  0  0
 25 28  1  0  0  0  0
 23 26  1  0  0  0  0
 17 24  1  6  0  0  0
 29 30  1  0  0  0  0
 28 29  1  0  0  0  0
 30 34  1  0  0  0  0
 31 35  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET02010

> <DATABASE_NAME>
drugbank

> <SMILES>
CC(O)[C@@]1(N)C[C@H](OC2CCC(O)C(O)O2)C2=C(O)C3=C(C(O)=C2C1)C(=O)C1=C(C=CC=C1)C3=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H27NO9/c1-10(27)25(26)8-13-17(15(9-25)34-16-7-6-14(28)24(33)35-16)23(32)19-18(22(13)31)20(29)11-4-2-3-5-12(11)21(19)30/h2-5,10,14-16,24,27-28,31-33H,6-9,26H2,1H3/t10?,14?,15-,16?,24?,25-/m0/s1

> <INCHI_KEY>
CLMJKIKMKYVHQH-VAQURDHQSA-N

> <FORMULA>
C25H27NO9

> <MOLECULAR_WEIGHT>
485.489

> <EXACT_MASS>
485.168581453

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
49.94530106492633

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S,9S)-9-amino-7-[(5,6-dihydroxyoxan-2-yl)oxy]-6,11-dihydroxy-9-(1-hydroxyethyl)-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

> <ALOGPS_LOGP>
1.09

> <JCHEM_LOGP>
1.1620209057578454

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
10.16957575119113

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.136255261739672

> <JCHEM_PKA_STRONGEST_BASIC>
8.942937195790527

> <JCHEM_POLAR_SURFACE_AREA>
179.76999999999998

> <JCHEM_REFRACTIVITY>
123.17069999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7S,9S)-9-amino-7-[(5,6-dihydroxyoxan-2-yl)oxy]-6,11-dihydroxy-9-(1-hydroxyethyl)-8,10-dihydro-7H-tetracene-5,12-dione

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET02010

> <NAME>
amrubicinol

$$$$