Mrv1909 02142020062D          

 36 39  0  0  0  0            999 V2000
    1.4451   -0.1036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7155    0.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248   -1.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9955   -1.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0973    1.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3981   -1.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9949   -2.4203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6481   -1.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -0.0224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234    0.5904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2748    0.7845    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8339    1.3746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9403    0.5138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9267    1.3837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7183    0.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4755    0.5544    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4503   -1.2215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6254   -0.7301    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7786   -0.8067    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5088    2.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3155   -0.7752    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4906    1.0231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5796   -1.1673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6265    0.0224    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6389    0.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -0.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965    0.0946    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5719   -1.0862    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8997   -1.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8789   -1.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4462   -2.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5449   -0.2298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0324    1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4503   -0.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788   -0.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1234    1.4314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
 21 30  1  0  0  0  0
 13 27  1  0  0  0  0
 11 24  1  0  0  0  0
 13 25  1  0  0  0  0
  6 23  1  0  0  0  0
 18 29  1  0  0  0  0
 27 16  1  6  0  0  0
 21  4  1  1  0  0  0
  8 28  1  0  0  0  0
 18 25  1  0  0  0  0
  2 22  1  0  0  0  0
 21 24  1  0  0  0  0
 21 28  1  0  0  0  0
  1  2  1  0  0  0  0
 28 32  1  6  0  0  0
 30 31  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  1  9  1  6  0  0  0
 11 12  1  1  0  0  0
 19  6  1  1  0  0  0
 13 14  1  1  0  0  0
 15 16  1  0  0  0  0
 18 17  1  1  0  0  0
  7  8  2  0  0  0  0
 19 28  1  0  0  0  0
  5 20  2  0  0  0  0
 10 15  1  0  0  0  0
  9 10  1  0  0  0  0
 22  5  1  1  0  0  0
 11 22  1  0  0  0  0
 26 29  1  0  0  0  0
 26 27  1  0  0  0  0
  8 31  1  0  0  0  0
 19 35  1  6  0  0  0
 22 33  1  6  0  0  0
 24 34  1  6  0  0  0
 10 36  2  0  0  0  0
M  END
> <DATABASE_ID>
DB12825

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12C(=O)CC[C@]11CCC(C)[C@@]2(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]1C)OC(=O)CS[C@@H]1CC[C@@H](N)C[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C28H45NO5S/c1-6-26(4)14-22(34-23(32)15-35-21-8-7-18(29)13-20(21)31)27(5)16(2)9-11-28(17(3)25(26)33)12-10-19(30)24(27)28/h6,16-18,20-22,24-25,31,33H,1,7-15,29H2,2-5H3/t16?,17-,18+,20+,21+,22+,24-,25-,26+,27-,28-/m0/s1

> <INCHI_KEY>
KPVIXBKIJXZQJX-CSOZIWFHSA-N

> <FORMULA>
C28H45NO5S

> <MOLECULAR_WEIGHT>
507.73

> <EXACT_MASS>
507.301844727

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
1.0022058801403415

> <JCHEM_AVERAGE_POLARIZABILITY>
57.33561212206502

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3S,4S,6R,7R,8R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^{1,8}]tetradecan-6-yl 2-{[(1R,2R,4R)-4-amino-2-hydroxycyclohexyl]sulfanyl}acetate

> <ALOGPS_LOGP>
3.04

> <JCHEM_LOGP>
2.901315491999999

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.799885288762322

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.187236721874127

> <JCHEM_PKA_STRONGEST_BASIC>
10.076116167491891

> <JCHEM_POLAR_SURFACE_AREA>
109.85

> <JCHEM_REFRACTIVITY>
138.8551

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.94e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3S,4S,6R,7R,8R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxotricyclo[5.4.3.0^{1,8}]tetradecan-6-yl 2-{[(1R,2R,4R)-4-amino-2-hydroxycyclohexyl]sulfanyl}acetate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12825

> <SECONDARY_ACCESSION_NUMBERS>
DB12430

> <DRUG_GROUPS>
approved; investigational

> <GENERIC_NAME>
Lefamulin

> <SYNONYMS>
Lefamulin

> <PRODUCTS>
Xenleta

> <SALTS>
Lefamulin acetate

$$$$