3D structure for N-[(E)-3-[(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]prop-2-enyl]-2,3-dihydroxy-5-nitrobenzamide (DB03907)

4369234
  -OEChem-01032017043D

53 56  0     1  0  0  0  0  0999 V2000
    2.5822    0.2943   -1.6570 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -2.7498    0.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7269   -2.6201   -2.0545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5336    0.1651    1.5861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0603   -2.0095    1.5478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6759   -2.8717    1.3039 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5968    2.5083   -1.0063 O   0  5  0  0  0  0  0  0  0  0  0  0
   -9.1102    0.9423   -0.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5139    0.2344   -0.2880 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3279    1.9139    0.9311 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5229   -1.1070   -0.5437 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820    1.5065   -0.2574 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4260   -0.0766    0.5843 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2490    1.9938    1.7714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9306    1.3586   -0.6307 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.7516   -1.5370   -0.1626 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5469   -0.5720   -1.0287 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4870   -1.7099   -0.9813 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2748   -0.3126   -1.5588 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4134    0.5615   -0.7086 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8371   -0.0443   -0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560    1.4203    0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3235    1.0087    0.6621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6902    1.1810   -1.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5525    2.0492   -0.2950 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6717    0.9683    1.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8136   -1.0351   -0.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2850    0.5809    0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6677    0.0967    0.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0037   -1.1811    1.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6252    0.9424    0.0439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9430    0.5020   -0.0764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3218   -1.6217    0.8942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2914   -0.7801    0.3488 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5182   -1.0894    0.8112 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1014   -1.0886   -1.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478   -2.0990   -0.3966 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8777   -0.3665   -2.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7119    0.6965    0.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8377   -3.3570    0.5038 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9073   -2.6773   -2.5749 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2755    1.8763    0.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9890    1.0594   -2.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6153    3.0517   -0.7299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1627    2.1424    0.7243 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4472   -1.8564   -0.4698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4992    1.7602   -1.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6885    2.7748    2.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2310    1.9420    2.0057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3683    1.9556   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3105   -1.1512    0.2676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1754   -1.6196    1.4720 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8832   -3.3148    1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 17  1  0  0  0  0
  1 19  1  0  0  0  0
  2 16  1  0  0  0  0
  2 40  1  0  0  0  0
  3 18  1  0  0  0  0
  3 41  1  0  0  0  0
  4 28  2  0  0  0  0
  5 30  1  0  0  0  0
  5 52  1  0  0  0  0
  6 33  1  0  0  0  0
  6 53  1  0  0  0  0
  7 15  1  0  0  0  0
  8 15  2  0  0  0  0
  9 17  1  0  0  0  0
  9 21  1  0  0  0  0
  9 22  1  0  0  0  0
 10 22  2  0  0  0  0
 10 23  1  0  0  0  0
 11 21  2  0  0  0  0
 11 27  1  0  0  0  0
 12 25  1  0  0  0  0
 12 28  1  0  0  0  0
 12 47  1  0  0  0  0
 13 26  1  0  0  0  0
 13 27  2  0  0  0  0
 14 26  1  0  0  0  0
 14 48  1  0  0  0  0
 14 49  1  0  0  0  0
 15 32  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 35  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
 19 20  1  0  0  0  0
 19 38  1  0  0  0  0
 20 24  2  0  0  0  0
 20 39  1  0  0  0  0
 21 23  1  0  0  0  0
 22 42  1  0  0  0  0
 23 26  2  0  0  0  0
 24 25  1  0  0  0  0
 24 43  1  0  0  0  0
 25 44  1  0  0  0  0
 25 45  1  0  0  0  0
 27 46  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 30 33  1  0  0  0  0
 31 32  2  0  0  0  0
 31 50  1  0  0  0  0
 32 34  1  0  0  0  0
 33 34  2  0  0  0  0
 34 51  1  0  0  0  0
M  CHG  2   7  -1  15   1
M  END
> <DATABASE_ID>
DB03907

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N([H])C1=C2N=CN([C@@H]3O[C@H](\C=C\CN([H])C(=O)C4=C(O)C(O)=CC(=C4)[N+]([O-])=O)[C@@H](O)[C@H]3O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H19N7O8/c20-16-12-17(23-6-22-16)25(7-24-12)19-15(30)14(29)11(34-19)2-1-3-21-18(31)9-4-8(26(32)33)5-10(27)13(9)28/h1-2,4-7,11,14-15,19,27-30H,3H2,(H,21,31)(H2,20,22,23)/b2-1+/t11-,14-,15-,19-/m1/s1

> <INCHI_KEY>
UHHBFOLQOQSPLU-WGRQDFERSA-N

> <FORMULA>
C19H19N7O8

> <MOLECULAR_WEIGHT>
473.3963

> <EXACT_MASS>
473.129510619

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.881682365136214

> <JCHEM_AVERAGE_POLARIZABILITY>
44.5391740588006

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[(2E)-3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]prop-2-en-1-yl]-2,3-dihydroxy-5-nitrobenzamide

> <JCHEM_LOGP>
-0.014755407666667046

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.182914844166593

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.100674896248188

> <JCHEM_PKA_STRONGEST_BASIC>
3.9356401703133073

> <JCHEM_POLAR_SURFACE_AREA>
232.01000000000002

> <JCHEM_REFRACTIVITY>
115.5683

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({4-[(2E)-N-({2-amino-4-oxo-1H-pyrido[3,2-d]pyrimidin-6-yl}methyl)-3-{5-carbamoyl-3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]imidazol-4-yl}prop-2-enamido]phenyl}formamido)pentanedioic acid

> <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 N-[(E)-3-[(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]prop-2-enyl]-2,3-dihydroxy-5-nitrobenzamide (DB03907)

Structure for N-[(E)-3-[(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]prop-2-enyl]-2,3-dihydroxy-5-nitrobenzamide (DB03907)