3D structure for (6S)-N-[(2S,3R,6R,7R)-3-(Acetyloxymethyl)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-7-yl]-6-[(2-aminoacetyl)amino]-7-hydroxy-7-oxoheptanimidate (DB04488)

131704283
  -OEChem-01072017383D

60 61  0     1  0  0  0  0  0999 V2000
   -0.8614    0.5005   -1.4961 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8846    3.7107    1.7744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9062   -1.7949   -1.1890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5434   -0.0235    2.7785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4038    0.0746    1.9983 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4127    3.9994   -2.0690 O   0  5  0  0  0  0  0  0  0  0  0  0
   -6.2697   -3.1466    0.0959 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9416   -3.2261   -2.2336 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362   -3.4659   -0.6389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0445   -1.1943    1.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2305    1.9500    0.2588 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5656    2.8874   -0.2068 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2942   -1.4853    0.7822 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5359   -1.9615    3.8769 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6660    2.0690   -1.0784 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2153    0.9909    0.6843 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5285    0.0190   -0.4686 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8107    3.2247   -0.5120 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7141    3.0984    0.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2744   -0.6154   -1.1220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5150   -1.0700   -0.0394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5963    0.3073    1.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4908    3.3200   -1.0219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9036    2.8827   -0.5828 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543    1.5092   -1.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6684    1.0858   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7959   -2.8172   -0.9831 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0393   -0.3233   -1.2347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1782   -1.4468   -0.6566 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1174   -3.4920   -2.2820 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308   -2.8106   -1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2093   -1.3549    1.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278   -1.4014    3.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4070    2.3996   -1.8158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0990    1.5520    1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0205    0.5994   -1.2639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9685    4.1900   -1.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8774   -1.4064   -0.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5536   -1.0934   -2.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4000   -0.6123    0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0530   -1.7552    0.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6420    3.6292   -0.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9383    2.8478    0.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1582   -0.4749    3.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5170    0.7847   -0.8015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1716    1.5251   -2.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3874    1.7959   -1.1871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7810    1.1500    0.3290 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9859   -0.3576   -2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0929   -0.5024   -0.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1260   -1.3266   -0.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5766   -2.7754   -2.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8250   -4.3065   -2.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2063   -3.9111   -2.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2190   -1.6341    1.1762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8606   -0.3845    3.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5183   -2.0252    3.2185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2520   -4.1009   -2.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7250   -1.3458    3.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8049   -1.9860    4.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  1 20  1  0  0  0  0
  2 19  2  0  0  0  0
  3 21  1  0  0  0  0
  3 27  1  0  0  0  0
  4 22  1  0  0  0  0
  4 44  1  0  0  0  0
  5 22  2  0  0  0  0
  6 23  1  0  0  0  0
  7 27  2  0  0  0  0
  8 31  1  0  0  0  0
  8 58  1  0  0  0  0
  9 31  2  0  0  0  0
 10 32  2  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 11 19  1  0  0  0  0
 12 18  1  0  0  0  0
 12 23  2  0  0  0  0
 13 29  1  0  0  0  0
 13 32  1  0  0  0  0
 13 55  1  0  0  0  0
 14 33  1  0  0  0  0
 14 59  1  0  0  0  0
 14 60  1  0  0  0  0
 15 18  1  0  0  0  0
 15 34  1  0  0  0  0
 16 17  1  0  0  0  0
 16 22  1  0  0  0  0
 16 35  1  0  0  0  0
 17 20  1  0  0  0  0
 17 21  1  0  0  0  0
 17 36  1  0  0  0  0
 18 19  1  0  0  0  0
 18 37  1  0  0  0  0
 20 38  1  0  0  0  0
 20 39  1  0  0  0  0
 21 40  1  0  0  0  0
 21 41  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 42  1  0  0  0  0
 24 43  1  0  0  0  0
 25 26  1  0  0  0  0
 25 45  1  0  0  0  0
 25 46  1  0  0  0  0
 26 28  1  0  0  0  0
 26 47  1  0  0  0  0
 26 48  1  0  0  0  0
 27 30  1  0  0  0  0
 28 29  1  0  0  0  0
 28 49  1  0  0  0  0
 28 50  1  0  0  0  0
 29 31  1  0  0  0  0
 29 51  1  0  0  0  0
 30 52  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
 32 33  1  0  0  0  0
 33 56  1  0  0  0  0
 33 57  1  0  0  0  0
M  CHG  1   6  -1
M  END
> <DATABASE_ID>
DB04488

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/JDAREAJBQYNCGO-UPMYTKPLSA-M/SDF?record_type=3d

> <SMILES>
[H][C@]12SC[C@@H](COC(C)=O)[C@H](N1C(=O)[C@H]2\N=C(/[O-])CCCC[C@H](NC(=O)CN)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H28N4O9S/c1-9(24)32-7-10-8-33-17-14(16(27)23(17)15(10)19(30)31)22-12(25)5-3-2-4-11(18(28)29)21-13(26)6-20/h10-11,14-15,17H,2-8,20H2,1H3,(H,21,26)(H,22,25)(H,28,29)(H,30,31)/p-1/t10-,11+,14-,15+,17-/m1/s1

> <INCHI_KEY>
JDAREAJBQYNCGO-UPMYTKPLSA-M

> <FORMULA>
C19H27N4O9S

> <MOLECULAR_WEIGHT>
487.504

> <EXACT_MASS>
487.149874172

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.070283473319546

> <JCHEM_AVERAGE_POLARIZABILITY>
47.23858889728673

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(Z,6S)-N-[(2S,3R,6R,7R)-3-[(acetyloxy)methyl]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-7-yl]-6-(2-aminoacetamido)-6-carboxyhexanimidate

> <ALOGPS_LOGP>
-1.87

> <JCHEM_LOGP>
-4.085074860883807

> <ALOGPS_LOGS>
-3.11

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.646021603815625

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.995616254739166

> <JCHEM_PKA_STRONGEST_BASIC>
8.140554256544746

> <JCHEM_POLAR_SURFACE_AREA>
211.75

> <JCHEM_REFRACTIVITY>
122.37319999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(E)-N''-(4-chlorophenyl)-N-hydroxyguanidine

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

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Nicholas Rego and David Koes
3Dmol.js: molecular visualization with WebGL
Bioinformatics (2015) 31 (8): 1322-1324 doi:10.1093/bioinformatics/btu829

3D structure for (6S)-N-[(2S,3R,6R,7R)-3-(Acetyloxymethyl)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-7-yl]-6-[(2-aminoacetyl)amino]-7-hydroxy-7-oxoheptanimidate (DB04488)

Structure for (6S)-N-[(2S,3R,6R,7R)-3-(Acetyloxymethyl)-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]octan-7-yl]-6-[(2-aminoacetyl)amino]-7-hydroxy-7-oxoheptanimidate (DB04488)