Mrv1652310201623572D          

 32 35  0  0  1  0            999 V2000
   -5.6843   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9698   -3.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2553   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5408   -3.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8264   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1119   -3.4255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3974   -3.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3974   -4.6630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6830   -3.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5967   -2.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2102   -2.4335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6227   -3.1480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0707   -3.7611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4432   -3.2342    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7788   -3.9879    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5993   -4.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -3.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7486   -2.6530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9282   -2.5668    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5926   -1.8131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775   -1.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7420   -0.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2269    0.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0474    0.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3829   -0.5644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8980   -1.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2336   -1.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0540   -2.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3896   -2.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2101   -2.9117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047   -3.4929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0969   -3.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  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
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  9 13  1  0  0  0  0
 14 12  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 18 32  1  1  0  0  0
 15 32  1  1  0  0  0
M  END
> <DATABASE_ID>
DB12321

> <DATABASE_NAME>
drugbank

> <SMILES>
CCCCCNC(=O)C1=COC(=N1)[C@@H]1[C@H]2CC[C@H](O2)[C@@H]1CC1=CC=CC=C1CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H32N2O5/c1-2-3-6-13-26-24(30)19-15-31-25(27-19)23-18(20-10-11-21(23)32-20)14-17-8-5-4-7-16(17)9-12-22(28)29/h4-5,7-8,15,18,20-21,23H,2-3,6,9-14H2,1H3,(H,26,30)(H,28,29)/t18-,20-,21+,23-/m0/s1

> <INCHI_KEY>
BBPRUNPUJIUXSE-DXKRWKNPSA-N

> <FORMULA>
C25H32N2O5

> <MOLECULAR_WEIGHT>
440.54

> <EXACT_MASS>
440.231122138

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
48.94651773472234

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2-{[(1S,2R,3S,4R)-3-[4-(pentylcarbamoyl)-1,3-oxazol-2-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]methyl}phenyl)propanoic acid

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.9501749109999995

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.413186729455475

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.652593830064011

> <JCHEM_PKA_STRONGEST_BASIC>
-2.186564660997283

> <JCHEM_POLAR_SURFACE_AREA>
101.66000000000001

> <JCHEM_REFRACTIVITY>
119.23910000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(2-{[(1S,2R,3S,4R)-3-[4-(pentylcarbamoyl)-1,3-oxazol-2-yl]-7-oxabicyclo[2.2.1]heptan-2-yl]methyl}phenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB12321

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Ifetroban

> <SYNONYMS>
Ifetroban

> <SALTS>
Ifetroban Sodium

$$$$