3D structure for (2R,3R,4S,5R,6E)-3,4,5-Trihydroxy-N-[(3S,6R)-6-hydroxy-2-oxo-3-azepanyl]-2-methoxy-8,8-dimethyl-6-nonenamide (DB03396)

448235
  -OEChem-11061915583D

59 59  0     1  0  0  0  0  0999 V2000
    0.6296   -2.9937    1.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3603    2.7409   -0.9013 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637   -0.4656   -1.2810 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5161   -2.9401   -1.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1326   -1.8719   -0.6620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8367   -1.3378   -1.7678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0564   -0.9657    2.0596 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8347   -0.8532   -0.1252 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3615   -0.0742   -0.6452 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0354   -0.1018    0.1536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7702    1.3983    0.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7417    2.2493    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2042    2.1874    0.4021 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4342   -1.1376   -0.0415 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2352   -2.0310    0.3136 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7544   -1.9049   -0.2503 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.8108    0.7876    0.4357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0915   -0.5712   -0.8369 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9520   -1.0694   -0.7409 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9374   -1.2251    0.8642 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2805    2.8044    0.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1201    0.2441   -0.0120 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1170    1.4690   -0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0188    3.6463   -0.1115 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5099    3.6182   -0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    2.5305    1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2214   -4.1328    1.2606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3591   -0.3594    1.1684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7580    1.6243    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7948    1.7087   -1.0256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4019    3.2909    0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6706    1.9612    1.9017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7841    2.8189    1.0863 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5719   -0.3737    0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922   -2.5449   -0.6015 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0300   -2.4091    0.6847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6145    0.2907    1.3915 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8974    0.8638    0.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6323   -1.0912   -1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175   -0.8582   -1.8102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0690   -0.3787   -1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2629    0.1196    1.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9841    1.5355   -1.6429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9976    3.6429   -0.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604    4.6006    0.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9041    3.8713   -1.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1126    3.1227    0.2159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635    3.8455   -1.3659 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4355    3.0586   -0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5812    4.5676    0.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5173    2.0157    2.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2960    1.9523    1.9088 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4771    3.4760    2.2122 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3796    0.0929   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2807   -3.5397   -1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0516   -2.5847   -1.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1195   -4.8238    2.0365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1587   -4.6439    0.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2582   -3.8579    1.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 15  1  0  0  0  0
  1 27  1  0  0  0  0
  2 13  1  0  0  0  0
  2 44  1  0  0  0  0
  3 14  1  0  0  0  0
  3 54  1  0  0  0  0
  4 16  1  0  0  0  0
  4 55  1  0  0  0  0
  5 19  1  0  0  0  0
  5 56  1  0  0  0  0
  6 18  2  0  0  0  0
  7 20  2  0  0  0  0
  8 10  1  0  0  0  0
  8 20  1  0  0  0  0
  8 39  1  0  0  0  0
  9 17  1  0  0  0  0
  9 18  1  0  0  0  0
  9 41  1  0  0  0  0
 10 11  1  0  0  0  0
 10 18  1  0  0  0  0
 10 28  1  0  0  0  0
 11 12  1  0  0  0  0
 11 29  1  0  0  0  0
 11 30  1  0  0  0  0
 12 13  1  0  0  0  0
 12 31  1  0  0  0  0
 12 32  1  0  0  0  0
 13 17  1  0  0  0  0
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 34  1  0  0  0  0
 15 20  1  0  0  0  0
 15 35  1  0  0  0  0
 16 19  1  0  0  0  0
 16 36  1  0  0  0  0
 17 37  1  0  0  0  0
 17 38  1  0  0  0  0
 19 22  1  0  0  0  0
 19 40  1  0  0  0  0
 21 23  1  0  0  0  0
 21 24  1  0  0  0  0
 21 25  1  0  0  0  0
 21 26  1  0  0  0  0
 22 23  2  0  0  0  0
 22 42  1  0  0  0  0
 23 43  1  0  0  0  0
 24 45  1  0  0  0  0
 24 46  1  0  0  0  0
 24 47  1  0  0  0  0
 25 48  1  0  0  0  0
 25 49  1  0  0  0  0
 25 50  1  0  0  0  0
 26 51  1  0  0  0  0
 26 52  1  0  0  0  0
 26 53  1  0  0  0  0
 27 57  1  0  0  0  0
 27 58  1  0  0  0  0
 27 59  1  0  0  0  0
M  END
> <DATABASE_ID>
DB03396

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

> <ORIGINAL_SOURCE_URL>
https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/inchikey/FVBBTOIQETYGOA-SDNORSGYSA-N/SDF?record_type=3d

> <SMILES>
[H]N([C@H]1CC[C@@H](O)CN([H])C1=O)C(=O)[C@H](OC)[C@H](O)[C@@H](O)[C@H](O)\C=C\C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C18H32N2O7/c1-18(2,3)8-7-12(22)13(23)14(24)15(27-4)17(26)20-11-6-5-10(21)9-19-16(11)25/h7-8,10-15,21-24H,5-6,9H2,1-4H3,(H,19,25)(H,20,26)/b8-7+/t10-,11+,12-,13+,14-,15-/m1/s1

> <INCHI_KEY>
FVBBTOIQETYGOA-SDNORSGYSA-N

> <FORMULA>
C18H32N2O7

> <MOLECULAR_WEIGHT>
388.4559

> <EXACT_MASS>
388.220951388

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
41.335626878575376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5R,6E)-3,4,5-trihydroxy-N-[(3S,6R)-6-hydroxy-2-oxoazepan-3-yl]-2-methoxy-8,8-dimethylnon-6-enamide

> <ALOGPS_LOGP>
-0.69

> <JCHEM_LOGP>
-1.6281270709999998

> <ALOGPS_LOGS>
-1.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.86000244049052

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.15163223674482

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8533535134317614

> <JCHEM_POLAR_SURFACE_AREA>
148.35

> <JCHEM_REFRACTIVITY>
97.96200000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-carbamoyl-1-[(2R,3R,4S,5R)-5-[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{imidazo[2,1-f]purin-3-yl}oxolan-2-yl]methoxy(hydroxy)phosphoryl phosphonato}oxy)methyl]-3,4-dihydroxyoxolan-2-yl]-1lambda5-pyridin-1-ylium

> <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 (2R,3R,4S,5R,6E)-3,4,5-Trihydroxy-N-[(3S,6R)-6-hydroxy-2-oxo-3-azepanyl]-2-methoxy-8,8-dimethyl-6-nonenamide (DB03396)

Structure for (2R,3R,4S,5R,6E)-3,4,5-Trihydroxy-N-[(3S,6R)-6-hydroxy-2-oxo-3-azepanyl]-2-methoxy-8,8-dimethyl-6-nonenamide (DB03396)