Mrv1652308261601092D          

 36 40  0  0  0  0            999 V2000
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   -1.7866   -1.6470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0746   -2.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746   -0.4053    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3627   -0.8220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3662   -1.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3425   -2.0601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3495   -0.4102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0627   -0.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0589   -1.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7697   -2.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -0.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4925   -0.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4879   -1.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1996   -2.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9205   -1.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9251   -0.8427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7908   -2.4719    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5865   -1.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7978   -0.6328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1713   -2.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0746    0.4194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7891    0.8320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7852    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4955    2.0702    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.2143    0.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4994    0.4183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9251    2.0764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4923    2.8952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3659    0.0112    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3519    0.4145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3368   -2.8851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7800    0.4094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7642   -2.8952    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
  9  8  2  0  0  0  0
  2 19  1  0  0  0  0
  9 10  1  0  0  0  0
  2 20  1  1  0  0  0
  3  6  1  0  0  0  0
 20 21  2  0  0  0  0
  5  4  1  0  0  0  0
 20 22  1  0  0  0  0
  5  6  2  0  0  0  0
  4 23  1  0  0  0  0
 24 23  1  6  0  0  0
 24 25  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 14  1  0  0  0  0
 13 12  1  0  0  0  0
 13 14  1  0  0  0  0
 24 29  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
  1  2  1  0  0  0  0
 27 30  1  1  0  0  0
  1  4  1  0  0  0  0
 26 31  1  1  0  0  0
  2  3  1  0  0  0  0
  4 32  1  1  0  0  0
  5  8  1  0  0  0  0
  8 33  1  0  0  0  0
  6  7  1  0  0  0  0
  7 34  1  0  0  0  0
  7 10  2  0  0  0  0
 12 35  2  0  0  0  0
 13 18  2  0  0  0  0
 11 36  2  0  0  0  0
M  END
> <DATABASE_ID>
DB06263

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]1(C[C@@](N)(CC2=C1C(O)=C1C(=O)C3=CC=CC=C3C(=O)C1=C2O)C(C)=O)O[C@H]1C[C@H](O)[C@H](O)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C25H25NO9/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3/t14-,15+,16-,17-,25-/m0/s1

> <INCHI_KEY>
VJZITPJGSQKZMX-XDPRQOKASA-N

> <FORMULA>
C25H25NO9

> <MOLECULAR_WEIGHT>
483.473

> <EXACT_MASS>
483.152931389

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.752431196454076

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7S,9S)-9-acetyl-9-amino-7-{[(2S,4S,5R)-4,5-dihydroxyoxan-2-yl]oxy}-6,11-dihydroxy-5,7,8,9,10,12-hexahydrotetracene-5,12-dione

> <ALOGPS_LOGP>
1.40

> <JCHEM_LOGP>
1.744690999259694

> <ALOGPS_LOGS>
-2.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.854413664644285

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.102917783573753

> <JCHEM_PKA_STRONGEST_BASIC>
7.016372220823772

> <JCHEM_POLAR_SURFACE_AREA>
176.61

> <JCHEM_REFRACTIVITY>
122.0095

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amrubicin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06263

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Amrubicin

> <SYNONYMS>
Amrubicin

> <SALTS>
Amrubicin hydrochloride

$$$$