PNE
  Mrv0541 02241214042D          

 25 25  0  0  0  0            999 V2000
   -1.8181   -1.6792    0.0000 P   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5842   -1.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5119   -0.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1243   -2.4453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520   -1.9854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4038   -1.4751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622   -1.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105   -1.2710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7765   -1.5772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8926   -0.4544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4247   -1.0668    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3069   -0.2503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1908   -1.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8390   -0.8627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3087   -2.1896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2324   -1.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1145   -2.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9985   -1.5772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5288   -2.9040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6467   -2.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7628   -3.2102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1770   -3.4144    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -5.0592   -4.2309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9431   -3.1082    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.8825   -0.8501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  3  1  1  0  0  0
  1  4  2  0  0  0  0
  1  5  1  0  0  0  0
  2 16  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 11 25  1  6  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 17 21  1  0  0  0  0
 18 20  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
M  CHG  2  22   1  24  -1
M  END
> <DATABASE_ID>
DB08411

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@](C)(NC(=O)CCC[P@](O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H17N2O8P/c1-9(13(17)18)14-12(16)3-2-8-24(21,22)23-11-6-4-10(5-7-11)15(19)20/h4-7,9H,2-3,8H2,1H3,(H,14,16)(H,17,18)(H,21,22)/t9-/m0/s1

> <INCHI_KEY>
InChIKey=KBXXIYHMPQZHCH-VIFPVBQESA-N

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
32.068603040672684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_EXACT_MASS>
360.072252042

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C13H17N2O8P

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{4-[hydroxy(4-nitrophenoxy)phosphoryl]butanamido}propanoic acid

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
0.45837908433333385

> <ALOGPS_LOGS>
-3.52

> <JCHEM_MASS>
360.2564

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.7202072440329914

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8105722261776211

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0925620954622257

> <JCHEM_POLAR_SURFACE_AREA>
158.74999999999997

> <JCHEM_REFRACTIVITY>
81.72279999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{4-[hydroxy(4-nitrophenoxy)phosphoryl]butanamido}propanoic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB08411

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
PARA-NITROPHENYL PHOSPHONOBUTANOYL L-ALANINE

$$$$