Mrv1652305301723502D          

 21 21  0  0  1  0            999 V2000
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0963    1.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253    1.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8108   -0.0725    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0963   -0.4850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -0.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8108    0.7525    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.8108    1.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6674   -0.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4124   -1.2695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3819   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2397   -0.0724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5253   -1.3099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6674   -0.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964   -0.4849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0964   -1.3098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5253   -0.4849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108   -0.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8108    0.7526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0  0  0  0
 10  1  2  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  4  7  1  1  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5 12  1  0  0  0  0
  6 14  2  0  0  0  0
  6 13  1  0  0  0  0
  7  8  1  0  0  0  0
  9 15  2  0  0  0  0
 11  9  1  0  0  0  0
 10 11  1  0  0  0  0
 12 10  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 20  1  0  0  0  0
 17 18  1  1  0  0  0
 20 19  1  0  0  0  0
 20 21  2  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
DB03223

> <DATABASE_NAME>
drugbank

> <SMILES>
C[N+](C)(C)[C@@H](CCC1=NC(C[C@H](N)C(O)=O)=CN1)C(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H23N5O3/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,(H3-,15,16,17,19,20,21)/p+1/t9-,10-/m0/s1

> <INCHI_KEY>
FOOBQHKMWYGHCE-UWVGGRQHSA-O

> <FORMULA>
C13H24N5O3

> <MOLECULAR_WEIGHT>
298.366

> <EXACT_MASS>
298.187366073

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.820433436124638

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.55

> <JCHEM_LOGP>
-7.1857806944836655

> <ALOGPS_LOGS>
-3.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.673971591429627

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4995813171183578

> <JCHEM_PKA_STRONGEST_BASIC>
9.248883359529112

> <JCHEM_POLAR_SURFACE_AREA>
135.09

> <JCHEM_REFRACTIVITY>
88.38309999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.24e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB03223

> <SECONDARY_ACCESSION_NUMBERS>
EXPT01142

> <DRUG_GROUPS>
experimental

> <GENERIC_NAME>
Diphthamide

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

$$$$