Mrv1909 02132015562D          

 18 20  0  0  0  0            999 V2000
    0.7327   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4471   -0.4124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180    0.4124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1646   -0.7480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3040    0.5795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4471    0.4124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0180   -0.4124    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7327   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6964   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4108   -0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4970    0.4079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7165   -0.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4429    1.3064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2317   -0.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7165    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2318    0.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  2  0  0  0  0
  2 10  2  0  0  0  0
  3  9  1  0  0  0  0
  4  8  1  0  0  0  0
  4 10  1  0  0  0  0
  5 12  1  0  0  0  0
  5 14  1  0  0  0  0
  6 13  1  0  0  0  0
  6 14  2  0  0  0  0
  7 10  1  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 15  1  1  0  0  0
  3 16  1  0  0  0  0
  3  7  1  0  0  0  0
 16 17  1  0  0  0  0
  7 18  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02414

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@H](CC1=CN=CN1)NC2=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H14N4O2/c16-10-9-2-1-3-15(9)11(17)8(14-10)4-7-5-12-6-13-7/h5-6,8-9H,1-4H2,(H,12,13)(H,14,16)/t8-,9-/m0/s1

> <INCHI_KEY>
NAKUGCPAQTUSBE-IUCAKERBSA-N

> <FORMULA>
C11H14N4O2

> <MOLECULAR_WEIGHT>
234.2545

> <EXACT_MASS>
234.111675712

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.3560550501626426

> <JCHEM_AVERAGE_POLARIZABILITY>
23.45743493145523

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,8aS)-3-[(1H-imidazol-5-yl)methyl]-octahydropyrrolo[1,2-a]pyrazine-1,4-dione

> <ALOGPS_LOGP>
-0.64

> <JCHEM_LOGP>
-1.5712164146666663

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.939081488387869

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.86492289720056

> <JCHEM_PKA_STRONGEST_BASIC>
6.742928834966469

> <JCHEM_POLAR_SURFACE_AREA>
78.09

> <JCHEM_REFRACTIVITY>
59.845600000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-oxo-4-thiomethylbutyric acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB02414

> <SECONDARY_ACCESSION_NUMBERS>
EXPT00911

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Cyclo(his-pro)

> <SYNONYMS>
(3S,8aS)-3-(1H-Imidazol-4-ylmethyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; cyclo(histidyl-prolyl); cyclo(L-His-L-Pro); Histidyl-proline diketopiperazine; Histidyl-proline-diketopiperazine

$$$$