Mrv1909 01152019102D          

 40 42  0  0  0  0            999 V2000
    1.0717   -2.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0717   -3.5786    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3572   -2.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -2.3411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3572   -3.9911    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572   -3.5786    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5797   -0.6187    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4047   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948    0.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3101   -0.2062    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3101   -1.0312    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572    0.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    2.3411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7861    2.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    1.1036    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3572    2.3411    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0716    2.7536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    1.5161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3572    2.7536    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0717    1.5161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7861    1.1036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716    1.1036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    1.1036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    1.5161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861    2.3411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -1.5161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -4.8161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -3.9911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0716   -3.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7861   -3.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -2.7536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861   -2.3411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    3.5786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    3.5786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    3.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717    4.8161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5073   -2.0006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3323   -2.0006    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0948   -1.2861    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8812   -2.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 32  1  1  0  0  0
  2  1  1  0  0  0  0
  2 28  1  6  0  0  0
  3  4  1  0  0  0  0
  1  4  1  0  0  0  0
  4 26  1  1  0  0  0
  5  2  1  0  0  0  0
  5 27  1  1  0  0  0
  6  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6 29  1  6  0  0  0
  9  7  1  0  0  0  0
  7 39  1  0  0  0  0
  7  8  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  0  0  0  0
 10 12  1  1  0  0  0
 39 11  1  0  0  0  0
 11 26  1  6  0  0  0
 15 12  1  6  0  0  0
 19 13  1  0  0  0  0
 20 13  1  0  0  0  0
 13 14  1  6  0  0  0
 18 15  1  0  0  0  0
 15 20  1  0  0  0  0
 19 16  1  0  0  0  0
 16 18  1  0  0  0  0
 16 17  1  6  0  0  0
 18 22  1  1  0  0  0
 19 33  1  1  0  0  0
 20 21  1  1  0  0  0
 22 24  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  2  0  0  0  0
 29 30  1  0  0  0  0
 32 31  1  0  0  0  0
 35 33  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 39 37  1  1  0  0  0
 37 38  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
DB11512

> <DATABASE_NAME>
drugbank

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H41N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1

> <INCHI_KEY>
ASXBYYWOLISCLQ-HZYVHMACSA-N

> <FORMULA>
C21H41N7O12

> <MOLECULAR_WEIGHT>
583.596

> <EXACT_MASS>
583.281319788

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
2.925707682129069

> <JCHEM_AVERAGE_POLARIZABILITY>
56.66441231156106

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
15

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(1S,2R,3R,4S,5R,6R)-3-carbamimidamido-6-{[(2R,3R,4R,5S)-3-{[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy}-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy}-2,4,5-trihydroxycyclohexyl]guanidine

> <ALOGPS_LOGP>
-3.02

> <JCHEM_LOGP>
-7.349804055213099

> <ALOGPS_LOGS>
-1.56

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
3

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
3

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.106282431456165

> <JCHEM_PKA_STRONGEST_BASIC>
11.30815817921976

> <JCHEM_POLAR_SURFACE_AREA>
334.59000000000003

> <JCHEM_REFRACTIVITY>
150.4536

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.60e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-5-methyl-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB11512

> <DRUG_GROUPS>
approved; investigational; vet_approved; withdrawn

> <GENERIC_NAME>
Dihydrostreptomycin

> <SYNONYMS>
DHMS; Dihidroestreptomicina; Dihydrostreptomycin; Dihydrostreptomycine; Dihydrostreptomycinum; DST; N,N'''-[(1R,2R,3S,4R,5R,6S)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-a-L-glucopyranosyl]-3-C-(hydroxymethyl)-a-L-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine; N,N'''-[(1R,2R,3S,4R,5R,6S)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine; N,N'''-[(1R,2R,3S,4R,5R,6S)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-α-L-glucopyranosyl]-3-C-(hydroxymethyl)-α-L-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine

> <INTERNATIONAL_BRANDS>
Panstreptin

> <SALTS>
Dihydrostreptomycin sulfate

$$$$