Mrv1909 11242111212D          

 41 44  0  0  0  0            999 V2000
   -1.8298    1.8633    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2323    1.5947    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3194    2.4194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3411    2.5280    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2331    0.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9476    0.4426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9476   -0.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2331   -0.7949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185   -0.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5185    0.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957   -0.7949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102   -0.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -0.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391   -0.3824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -0.3822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0536   -0.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0536   -1.6198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7681   -2.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825   -1.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825   -0.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2362   -1.9554    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    0.9102    2.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1957    0.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9102    0.4425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247    0.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247    1.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3391    2.0926    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442    2.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566    3.5942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9566    2.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    2.8797    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7817    2.1652    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7817    3.5942    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5442    1.4508    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0191    2.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    1.4508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1942    4.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566    5.0231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5442    4.3086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192    4.3086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  1  4  2  0  0  0  0
  5  6  1  0  0  0  0
  5 10  2  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  2  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  2  0  0  0  0
 16 17  2  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
 14 16  1  0  0  0  0
 19 21  1  0  0  0  0
 22 23  2  0  0  0  0
 22 27  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 10 24  1  0  0  0  0
 27 28  1  0  0  0  0
 29 30  1  0  0  0  0
 30 40  1  1  0  0  0
 29 31  1  0  0  0  0
 32 36  1  1  0  0  0
 33 31  1  0  0  0  0
 32 33  1  0  0  0  0
 33 37  1  6  0  0  0
 34 32  1  0  0  0  0
 30 34  1  0  0  0  0
 34 38  1  6  0  0  0
 40 39  1  0  0  0  0
 40 41  2  0  0  0  0
 31 35  1  0  0  0  0
 35  1  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET03421

> <DATABASE_NAME>
drugbank

> <SMILES>
O[C@@H]1[C@@H](O)C(NS(=O)(=O)NC2=C(C(OCCOC3=NC=C(Br)C=N3)=NC=N2)C2=CC=C(Br)C=C2)O[C@@H]([C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H22Br2N6O10S/c23-11-3-1-10(2-4-11)13-18(27-9-28-19(13)38-5-6-39-22-25-7-12(24)8-26-22)29-41(36,37)30-20-16(33)14(31)15(32)17(40-20)21(34)35/h1-4,7-9,14-17,20,30-33H,5-6H2,(H,34,35)(H,27,28,29)/t14-,15-,16+,17-,20?/m0/s1

> <INCHI_KEY>
XDXDAMUBLZCGSZ-YEBSBHECSA-N

> <FORMULA>
C22H22Br2N6O10S

> <MOLECULAR_WEIGHT>
722.32

> <EXACT_MASS>
719.948488

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
1.541410870196274

> <JCHEM_AVERAGE_POLARIZABILITY>
60.893665794550884

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R)-6-({[5-(4-bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl]sulfamoyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
1.41

> <JCHEM_LOGP>
0.7121083673333326

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
7.072383576811884

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.77644462880855

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6717592396210743

> <JCHEM_POLAR_SURFACE_AREA>
235.43999999999997

> <JCHEM_REFRACTIVITY>
145.2409000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.51e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R)-6-({[5-(4-bromophenyl)-6-{2-[(5-bromopyrimidin-2-yl)oxy]ethoxy}pyrimidin-4-yl]sulfamoyl}amino)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DBMET03421

> <NAME>
M1 (Macitentan)

$$$$