Mrv1909 01132014092D          

 60 62  0  0  0  0            999 V2000
    2.3398   -0.3141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9898    0.1842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5782   -1.0940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6614   -0.3141    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4014   -1.0940    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4414   -0.0541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5382   -0.0541    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -1.7657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8998   -1.7657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8280   -0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1130   -0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980   -0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5430   -0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2363   -0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9513   -0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6661   -0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4029   -0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1179   -1.5490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9513    0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6879    0.9208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4029    0.5091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1179    0.9208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8329   -0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   10.1179    1.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5417   -0.3141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1732   -0.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6032   -1.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882    0.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1732    0.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5430    0.1191    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2363    0.5307    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -7.9513   -0.7041    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.7963    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3846    0.8341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2363    1.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8280   -1.1157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -10.8329    0.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6879   -1.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  7  1  1  0  0  0
  1 40  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  3  8  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  1  1  0  0  0
  4 12  1  0  0  0  0
  5  9  1  6  0  0  0
 10 11  1  0  0  0  0
 10 13  2  0  0  0  0
 11 12  2  0  0  0  0
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 16 18  1  0  0  0  0
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 22 23  2  0  0  0  0
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 25 26  2  0  0  0  0
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 28 46  1  0  0  0  0
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 28 55  1  6  0  0  0
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 37 38  1  0  0  0  0
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 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 49 52  1  0  0  0  0
 50 60  1  1  0  0  0
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 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
M  END
> <DATABASE_ID>
DB04124

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]1(O[C@@]([H])([C@H](C)[C@H](OC)C(\C)=C\C=C\CNC(=O)[C@@H](CC)[C@@]2(O)O[C@@H](\C=C\C=C/C)C(C)(C)[C@@H](O)[C@H]2O)[C@@H](O)[C@H]1O)\C=C\C=C\C=C(/C)C(=O)C1=C(O)C=CN(C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C44H62N2O12/c1-10-12-14-22-32-43(6,7)39(51)40(52)44(55,58-32)29(11-2)41(53)45-24-18-17-20-27(4)37(56-9)28(5)38-36(50)35(49)31(57-38)21-16-13-15-19-26(3)34(48)33-30(47)23-25-46(8)42(33)54/h10,12-23,25,28-29,31-32,35-40,47,49-52,55H,11,24H2,1-9H3,(H,45,53)/b12-10-,15-13+,18-17+,21-16+,22-14+,26-19+,27-20+/t28-,29-,31-,32+,35+,36+,37-,38+,39+,40-,44-/m1/s1

> <INCHI_KEY>
NTAHMPNXQOYXSX-WKSONYIQSA-N

> <FORMULA>
C44H62N2O12

> <MOLECULAR_WEIGHT>
810.9693

> <EXACT_MASS>
810.430275458

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
120

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.0034504155600156797

> <JCHEM_AVERAGE_POLARIZABILITY>
88.49906313980928

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-N-[(2E,4E,6S,7R)-7-[(2S,3S,4R,5R)-3,4-dihydroxy-5-[(1E,3E,5E)-7-(4-hydroxy-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)-6-methyl-7-oxohepta-1,3,5-trien-1-yl]oxolan-2-yl]-6-methoxy-5-methylocta-2,4-dien-1-yl]-2-[(2R,3R,4R,6S)-2,3,4-trihydroxy-5,5-dimethyl-6-[(1E,3Z)-penta-1,3-dien-1-yl]oxan-2-yl]butanamide

> <ALOGPS_LOGP>
4.23

> <JCHEM_LOGP>
3.4975645633333308

> <ALOGPS_LOGS>
-5.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.653269073705742

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.492549577479913

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9503108946831829

> <JCHEM_POLAR_SURFACE_AREA>
215.54999999999995

> <JCHEM_REFRACTIVITY>
227.77730000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
17

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.98e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-9-[(2R,3R,4S,5R)-5-({[({[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]-7-methyl-6-oxo-3H-9lambda5-purin-9-ylium

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB04124

> <SECONDARY_ACCESSION_NUMBERS>
EXPT02115

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Aurodox

> <SYNONYMS>
1-methylmocimycin; Goldinodox; Goldinomycin

$$$$