Mrv1718009291811472D          

 40 42  0  0  0  0            999 V2000
    0.0000   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4290   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4290    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579   -2.0625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1434   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4289    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8579    2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8579    2.0625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7144    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5723    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1433   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1433   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7144   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 30  1  1  0  0  0  0
  1 31  1  1  0  0  0
  2 30  1  0  0  0  0
  2 16  1  1  0  0  0
  1  3  1  0  0  0  0
  3 18  1  6  0  0  0
  3  4  1  0  0  0  0
  4 17  1  1  0  0  0
  4  5  1  0  0  0  0
  5  2  1  0  0  0  0
  5 19  1  6  0  0  0
  6 18  1  6  0  0  0
  6  7  1  0  0  0  0
 11  6  1  0  0  0  0
  7  8  1  0  0  0  0
  7 40  1  6  0  0  0
  8  9  1  0  0  0  0
  8 14  1  1  0  0  0
  9 10  1  0  0  0  0
  9 12  1  6  0  0  0
 10 11  1  0  0  0  0
 10 13  1  1  0  0  0
 13 15  1  0  0  0  0
 20 19  1  6  0  0  0
 20 21  1  0  0  0  0
 25 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  1  0  0  0
 23 24  1  0  0  0  0
 23 29  1  6  0  0  0
 24 25  1  0  0  0  0
 24 28  1  1  0  0  0
 25 27  1  6  0  0  0
 26 39  1  0  0  0  0
 31 33  1  0  0  0  0
 37 33  1  0  0  0  0
 37 32  1  0  0  0  0
 32 35  1  0  0  0  0
 33 34  2  0  0  0  0
 35 36  1  0  0  0  0
 37 38  1  6  0  0  0
M  END
> <DATABASE_ID>
DB00479

> <DATABASE_NAME>
drugbank

> <SMILES>
NCC[C@H](O)C(=O)N[C@@H]1C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](N)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1

> <INCHI_KEY>
LKCWBDHBTVXHDL-RMDFUYIESA-N

> <FORMULA>
C22H43N5O13

> <MOLECULAR_WEIGHT>
585.6025

> <EXACT_MASS>
585.285736487

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
58.060396682395805

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-amino-N-[(1R,2S,3S,4R,5S)-5-amino-2-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4-{[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxyoxan-2-yl]oxy}-3-hydroxycyclohexyl]-2-hydroxybutanamide

> <ALOGPS_LOGP>
-3.22

> <JCHEM_LOGP>
-8.584382674

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
4

> <JCHEM_PKA>
12.70598939175315

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.104233562206012

> <JCHEM_PKA_STRONGEST_BASIC>
9.794402745081491

> <JCHEM_POLAR_SURFACE_AREA>
331.93999999999994

> <JCHEM_REFRACTIVITY>
129.84099999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.97e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
amikacin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00479

> <SECONDARY_ACCESSION_NUMBERS>
APRD00550

> <DRUG_GROUPS>
approved; investigational; vet_approved

> <GENERIC_NAME>
Amikacin

> <SYNONYMS>
1-N-(L(−)-γ-amino-α-hydroxybutyryl)kanamycin A; Amikacin; Amikacina; Amikacine; Amikacinum; D-STREPTAMINE, O-3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->6)-O-(6-AMINO-6-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4))-N(SUP 1)-(4-AMINO-2-HYDROXY-1-OXOBUTYL)-2-DEOXY-, (S)-; encochleated amikacin; O-3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(6-AMINO-6-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->6))-N(SUP 3)-(4-AMINO-L-2-HYDROXYBUTYRYL)-2-DEOXY-L-STREPTAMINE

> <PRODUCTS>
AMIKACIN Sulfate; Amikacin Sulfate; Amikacin Sulfate Injection; Amikacin Sulfate Injection USP; Amikacin Sulfate Injection, 500 mg/2ml; Amikin; Arikayce; Arikayce Liposomal; Erfa-amikacin; Vpi-amikacin

> <INTERNATIONAL_BRANDS>
Amexel; Amukin; Biklin; Erkacin; Farcyclin; Flexelite; Kamin; Novamin; Selaxa; Selemycin; Sikacin; Tipkin; Tybikin; Ukaject; Unikin; Uzix; Xylanal

> <SALTS>
Amikacin sulfate

$$$$