Mrv1652310211604072D          

 39 40  0  0  1  0            999 V2000
    3.7245   -0.5945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1304   -0.0220    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4683    0.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2886    0.6418    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4575   -0.1658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1624   -0.7299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0735   -1.5501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -2.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6506   -2.8573    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3165   -3.3444    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.2276   -4.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4729   -4.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8070   -4.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0523   -4.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3864   -3.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6316   -4.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4752   -3.0366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8093   -2.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0546   -2.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3887   -2.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6339   -2.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4775   -1.5755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323   -1.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3211   -0.4221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8982   -1.7293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6529   -1.3962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8116   -1.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9634   -5.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0712   -3.0112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7371   -3.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4053   -2.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942   -1.7039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2417   -0.9185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2489   -1.3708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1542   -1.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242   -0.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225   -0.7938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8425    1.2531    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5901    2.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  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
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
  2 24  1  0  0  0  0
 23 25  1  0  0  0  0
 18 25  1  0  0  0  0
 25 26  2  0  0  0  0
 22 27  1  0  0  0  0
 14 28  1  0  0  0  0
 10 29  1  1  0  0  0
 29 30  1  0  0  0  0
  9 31  1  1  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
  8 35  1  0  0  0  0
  6 36  1  1  0  0  0
  5 37  1  1  0  0  0
  4 38  1  6  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
DB13023

> <DATABASE_NAME>
drugbank

> <SMILES>
CO[C@H]1C[C@H](C)CC2=C(N)C(=O)C=C(NC(=O)\C(C)=C\C=C/[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C28H39N3O8/c1-14-10-18-23(29)20(32)13-19(25(18)34)31-27(35)15(2)8-7-9-21(37-5)26(39-28(30)36)17(4)12-16(3)24(33)22(11-14)38-6/h7-9,12-14,16,21-22,24,26,33H,10-11,29H2,1-6H3,(H2,30,36)(H,31,35)/b9-7-,15-8+,17-12+/t14-,16+,21+,22+,24-,26+/m1/s1

> <INCHI_KEY>
XYFFWTYOFPSZRM-TWNAANEASA-N

> <FORMULA>
C28H39N3O8

> <MOLECULAR_WEIGHT>
545.633

> <EXACT_MASS>
545.273715228

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
56.28486455849817

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-amino-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
1.4011863743333337

> <ALOGPS_LOGS>
-4.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.921321173220733

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.775279597045333

> <JCHEM_PKA_STRONGEST_BASIC>
-3.277105569379688

> <JCHEM_POLAR_SURFACE_AREA>
180.27

> <JCHEM_REFRACTIVITY>
149.5856

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4E,6Z,8S,9S,10E,12S,13R,14S,16R)-19-amino-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB13023

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
IPI-493

$$$$