Mrv0541 02231216472D          

 21 21  0  0  1  0            999 V2000
   -0.7066   -2.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -1.3869    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    0.1184   -1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5316   -1.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7066   -0.5619    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4211   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4211    0.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1356    1.0881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8893    0.7526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4413    1.3657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0288    2.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3644    2.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1848    2.9201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6698    2.2526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5204    3.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3409    3.7600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0355    4.3412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2218    1.9086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078   -0.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0078    0.6756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7223   -0.5619    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
  2  4  1  0  0  0  0
  5  2  1  1  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  4  0  0  0  0
  9 10  4  0  0  0  0
 10 11  4  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 11 18  4  0  0  0  0
  8 18  4  0  0  0  0
  5 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
M  CHG  1   2   1
M  END
> <DATABASE_ID>
DB03223

> <DATABASE_NAME>
drugbank

> <SMILES>
C[N+](C)(C)[C@@H](CCc1ncc(C[C@H](N)C(O)=O)n1)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H22N5O3/c1-18(2,3)10(12(15)19)4-5-11-16-7-8(17-11)6-9(14)13(20)21/h7,9-10H,4-6,14H2,1-3H3,(H2-,15,19,20,21)/p+1/t9-,10-/m0/s1

> <INCHI_KEY>
InChIKey=JQTHSRDDMOFBHA-UWVGGRQHSA-O

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
31.687993695058992

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_EXACT_MASS>
297.180089627

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_FORMULA>
C13H23N5O3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S)-3-{4-[(2S)-2-amino-2-carboxyethyl]imidazol-2-yl}-1-carbamoylpropyl]trimethylazanium

> <ALOGPS_LOGP>
-1.61

> <JCHEM_LOGP>
-7.801787111799611

> <ALOGPS_LOGS>
-3.44

> <JCHEM_MASS>
297.3534

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.51982238300939

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.6622254712895383

> <JCHEM_PKA_STRONGEST_BASIC>
9.174996693974295

> <JCHEM_POLAR_SURFACE_AREA>
132.19

> <JCHEM_REFRACTIVITY>
87.93329999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
diphthamide

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03223

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Diphthamide

> <SYNONYMS>
2-(3-Carboxyamido-3-(Trimethylammonio)Propyl)Histidine

$$$$