Mrv1909 11101919222D          

 39 40  0  0  0  0            999 V2000
   -2.1401    1.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8601    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8601    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -0.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5701   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2901   -2.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7100    1.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.0300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7100   -0.2099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7100   -0.2099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7100   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1401   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7100    1.4400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4300    0.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701    1.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701    2.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0002   -1.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8601   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8601   -2.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1401   -1.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1401    1.4400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601    1.0300    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2901    1.0300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8601   -2.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901    0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2901   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002   -1.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0002   -0.2099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6 11  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  0  0  0  0
  9 10  2  0  0  0  0
  9 24  1  0  0  0  0
 12 11  1  6  0  0  0
 12 19  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 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 32  1  0  0  0  0
 19 20  1  0  0  0  0
 20 28  1  0  0  0  0
 20 21  2  0  0  0  0
 22 29  1  0  0  0  0
 22 23  2  0  0  0  0
 22 30  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 28 29  1  0  0  0  0
 29 31  1  6  0  0  0
 31 34  1  0  0  0  0
 32 33  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 35 39  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02436

> <DATABASE_NAME>
drugbank

> <SMILES>
CCCCCNC(=O)[C@H](CC1=CC=C(OC(C(O)=O)C(O)=O)C=C1)NC(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H33N3O9/c1-2-3-7-14-28-23(31)20(15-18-10-12-19(13-11-18)39-22(25(34)35)26(36)37)29-27(38)30-21(24(32)33)16-17-8-5-4-6-9-17/h4-6,8-13,20-22H,2-3,7,14-16H2,1H3,(H,28,31)(H,32,33)(H,34,35)(H,36,37)(H2,29,30,38)/t20-,21-/m0/s1

> <INCHI_KEY>
BKONADSQADEJJP-SFTDATJTSA-N

> <FORMULA>
C27H33N3O9

> <MOLECULAR_WEIGHT>
543.5656

> <EXACT_MASS>
543.221679669

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
55.78167626113513

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-[(2S)-2-({[(1S)-1-carboxy-2-phenylethyl]carbamoyl}amino)-2-(pentylcarbamoyl)ethyl]phenoxy}propanedioic acid

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
2.989497312

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.763590197564744

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.316741691361355

> <JCHEM_POLAR_SURFACE_AREA>
191.35999999999999

> <JCHEM_REFRACTIVITY>
137.05239999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.67e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4S,5S)-3,4-dihydroxy-5-{4-oxo-1H,5H-pyrrolo[3,2-d]pyrimidin-7-yl}pyrrolidin-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB02436

> <SECONDARY_ACCESSION_NUMBERS>
EXPT01899

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
{4-[(2S)-2-({[(1S)-1-Carboxy-2-phenylethyl]carbamoyl}amino)-3-oxo-3-(pentylamino)propyl]phenoxy}malonic acid

$$$$