Mrv1718012151823252D          

 58 60  0  0  0  0            999 V2000
    2.5033   -1.8512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5033   -2.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179   -1.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2179   -3.0887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -1.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323   -2.6762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7889   -1.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0744   -1.8513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7889   -3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0745   -2.6763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2179   -0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5035   -0.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0742   -0.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3600   -1.4390    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3599   -0.6141    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5028    0.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0738    0.6234    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7881    1.0362    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6491   -3.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -3.0986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864   -0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7864    1.8611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761    1.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3552   -3.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3592   -4.3361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0696   -4.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3604   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0755   -1.4448    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0766   -0.6198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -1.8581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7917   -0.2081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5044   -1.4467    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5055   -0.6217    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7917    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -1.8661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191   -2.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9395   -1.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7917   -2.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2221    0.6187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5071    1.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9361    1.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5062    1.8553    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9352    1.8570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2202    2.2686    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6812    1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0929    2.5694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231    3.0936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5074    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5074    4.3361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7920    3.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761    3.5111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3627    3.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0740    4.3361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6491    2.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  2  1  2  0  0  0  0
  9  2  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  3  2  0  0  0  0
 12 11  1  0  0  0  0
  8  7  1  1  0  0  0
 14  8  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 12  2  0  0  0  0
 17 13  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
  6 19  1  1  0  0  0
 10 20  1  1  0  0  0
  7 21  1  0  0  0  0
 17 22  1  1  0  0  0
 18 23  1  1  0  0  0
 15 24  1  1  0  0  0
 24 25  1  0  0  0  0
 26 25  2  0  0  0  0
 20 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 14 30  1  1  0  0  0
 32 31  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 31 30  1  1  0  0  0
 34 37  1  1  0  0  0
 36 38  1  6  0  0  0
 35 39  1  1  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 33 42  1  6  0  0  0
 44 43  1  0  0  0  0
 45 43  1  0  0  0  0
 46 44  1  0  0  0  0
 47 45  1  0  0  0  0
 48 46  1  0  0  0  0
 48 47  1  0  0  0  0
 43 38  1  6  0  0  0
 46 49  1  1  0  0  0
 46 50  1  0  0  0  0
 48 51  1  6  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 47 58  1  1  0  0  0
M  END
> <DATABASE_ID>
DB01321

> <DATABASE_NAME>
drugbank

> <SMILES>
CO[C@H]1[C@@H](CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O)[C@H](C)C[C@H](CC=O)[C@@H]1O[C@@H]1O[C@H](C)[C@@H](O[C@H]2C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O2)[C@@H]([C@H]1O)N(C)C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,30+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1

> <INCHI_KEY>
XJSFLOJWULLJQS-NGVXBBESSA-N

> <FORMULA>
C42H69NO15

> <MOLECULAR_WEIGHT>
827.995

> <EXACT_MASS>
827.466720543

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
87.65653557292941

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4R,6S)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-(acetyloxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2,4-dimethyloxan-3-yl 3-methylbutanoate

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.2163761246666676

> <ALOGPS_LOGS>
-4.19

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.823329849036373

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.70977971268745

> <JCHEM_PKA_STRONGEST_BASIC>
7.895228162890975

> <JCHEM_POLAR_SURFACE_AREA>
206.05

> <JCHEM_REFRACTIVITY>
211.03350000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
josamycin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01321

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Josamycin

> <SYNONYMS>
JM; Josamicina; Josamycin; Josamycine; Josamycinum; Kitasamycin A3; Leucomycin A3; leucomycin V 3-acetate 4B-(3-methylbutanoate); leucomycin V 3-acetate 4β-(3-methylbutanoate); Turimycin A5

> <INTERNATIONAL_BRANDS>
Josacine; Josalid; Josamy

$$$$