3D structure for 2',3'-O-{4-[Hydroxy(oxido)-λ5-azanylidene]-2,6-dinitro-2,5-cyclohexadiene-1,1-diyl}adenosine 5'-(tetrahydrogen triphosphate) (DB02524)

644358
  -OEChem-10311718473D

63 67  0     1  0  0  0  0  0999 V2000
    2.9807    0.4099    2.7478 P   0  0  1  0  0  0  0  0  0  0  0  0
    4.9150    1.0666    0.6282 P   0  0  2  0  0  0  0  0  0  0  0  0
    4.0448    3.0725   -1.3524 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4478    0.4749    1.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2733   -0.5465   -0.8281 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7848    0.8303   -0.0318 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3686    0.3317    2.6365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7518    3.1852   -0.2827 O   0  5  0  0  0  0  0  0  0  0  0  0
   -3.4968   -3.1328    0.4171 O   0  5  0  0  0  0  0  0  0  0  0  0
   -2.6625    2.1248   -2.2109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6056   -2.1622    2.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4582    0.9978    1.3208 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2546    1.6381    3.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6482   -0.8772    3.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8961    1.6606   -0.9072 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1727   -0.4132    0.0984 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.5998    1.6408   -0.8488 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2887   -0.4828    0.3580 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9497    1.8400    1.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2381    4.0878   -0.9552 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1522    2.9764   -2.9621 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6910    3.4408   -0.8207 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0785   -0.9962   -1.4847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0339    2.2446   -1.0363 N   0  3  0  0  0  0  0  0  0  0  0  0
   -3.7353   -2.1729    1.1606 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.3424   -2.0538   -2.9860 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7506   -2.1746    0.5303 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3761    0.4853   -0.3103 N   0  3  0  0  0  0  0  0  0  0  0  0
    3.4147   -3.8911    0.0397 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2290   -4.2959   -2.1739 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1061    0.0281    1.1370 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0227   -0.7169   -0.1683 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1410    1.1946    0.9981 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1072   -0.0498   -0.9406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1695    0.0365    0.1266 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273    1.4855    2.2758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8579    1.2109   -0.5059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2008   -0.9743    0.5455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7913   -1.9302   -0.7881 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4436   -1.1098   -2.8000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1696    1.4013   -0.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5287   -0.8856    0.4291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833    0.3410   -0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5690   -2.5748   -1.7367 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -3.5898   -1.2811 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5992   -3.1754    0.8514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8564   -0.6260    1.9785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -1.7909   -0.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6526    2.1085    0.6854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2683    0.5487   -1.7786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0536    1.7314    3.0964 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008    2.3350    2.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0253   -0.4813   -3.5744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5737    2.2850   -1.1521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1963   -1.6690    0.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318   -3.4449    1.9016 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1690    1.7946    4.0829 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2237   -4.0723   -3.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8279   -5.0286   -1.8182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8530    1.4954   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1801   -0.7036    0.0134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1016    5.0516   -1.0763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7939    3.7093   -3.5066 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  1 14  2  0  0  0  0
  2 12  1  0  0  0  0
  2 17  1  0  0  0  0
  2 18  1  0  0  0  0
  2 19  2  0  0  0  0
  3 17  1  0  0  0  0
  3 20  1  0  0  0  0
  3 21  1  0  0  0  0
  3 22  2  0  0  0  0
  4 31  1  0  0  0  0
  4 35  1  0  0  0  0
  5 32  1  0  0  0  0
  5 35  1  0  0  0  0
  6 33  1  0  0  0  0
  6 34  1  0  0  0  0
  7 36  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 10 24  2  0  0  0  0
 11 25  2  0  0  0  0
 13 57  1  0  0  0  0
 15 28  1  0  0  0  0
 15 60  1  0  0  0  0
 16 28  1  0  0  0  0
 18 61  1  0  0  0  0
 20 62  1  0  0  0  0
 21 63  1  0  0  0  0
 23 34  1  0  0  0  0
 23 39  1  0  0  0  0
 23 40  1  0  0  0  0
 24 37  1  0  0  0  0
 25 38  1  0  0  0  0
 26 40  2  0  0  0  0
 26 44  1  0  0  0  0
 27 39  2  0  0  0  0
 27 46  1  0  0  0  0
 28 43  2  0  0  0  0
 29 45  1  0  0  0  0
 29 46  2  0  0  0  0
 30 45  1  0  0  0  0
 30 58  1  0  0  0  0
 30 59  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 47  1  0  0  0  0
 32 34  1  0  0  0  0
 32 48  1  0  0  0  0
 33 36  1  0  0  0  0
 33 49  1  0  0  0  0
 34 50  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 36 51  1  0  0  0  0
 36 52  1  0  0  0  0
 37 41  2  0  0  0  0
 38 42  2  0  0  0  0
 39 44  1  0  0  0  0
 40 53  1  0  0  0  0
 41 43  1  0  0  0  0
 41 54  1  0  0  0  0
 42 43  1  0  0  0  0
 42 55  1  0  0  0  0
 44 45  2  0  0  0  0
 46 56  1  0  0  0  0
M  CHG  6   8  -1   9  -1  16  -1  24   1  25   1  28   1
M  END
> <DATABASE_ID>
DB02524

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N([H])C1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@]4([H])OC5(O[C@@]34[H])C(=CC(C=C5[N+]([O-])=O)=[N+](O)[O-])[N+]([O-])=O)C2=NC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C16H17N8O19P3/c17-13-10-14(19-4-18-13)21(5-20-10)15-12-11(7(39-15)3-38-45(34,35)43-46(36,37)42-44(31,32)33)40-16(41-12)8(23(27)28)1-6(22(25)26)2-9(16)24(29)30/h1-2,4-5,7,11-12,15H,3H2,(H,25,26)(H,34,35)(H,36,37)(H2,17,18,19)(H2,31,32,33)/t7-,11-,12-,15-/m1/s1

> <INCHI_KEY>
XFMMHXLUHKBKQE-UHEGPQQHSA-N

> <FORMULA>
C16H17N8O19P3

> <MOLECULAR_WEIGHT>
718.27

> <EXACT_MASS>
717.982281353

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
53.84595361291447

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(3'aR,4'R,6'R,6'aR)-4'-(6-amino-9H-purin-9-yl)-6'-({[hydroxy({[hydroxy(phosphonooxy)phosphoryl]oxy})phosphoryl]oxy}methyl)-2,6-dinitro-3'a,4',6',6'a-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-2,5-dien-4-ylidene]azinic acid

> <ALOGPS_LOGP>
0.50

> <JCHEM_LOGP>
-7.622270933102403

> <ALOGPS_LOGS>
-2.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
-0.0698712996843005

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.5037758986102512

> <JCHEM_PKA_STRONGEST_BASIC>
4.929894545730579

> <JCHEM_POLAR_SURFACE_AREA>
389.7099999999999

> <JCHEM_REFRACTIVITY>
148.1652

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3'aR,4'R,6'R,6'aR)-4'-(6-aminopurin-9-yl)-6'-({[hydroxy([hydroxy(phosphonooxy)phosphoryl]oxy)phosphoryl]oxy}methyl)-2,6-dinitro-3'a,4',6',6'a-tetrahydrospiro[cyclohexane-1,2'-furo[3,4-d][1,3]dioxole]-2,5-dien-4-ylideneazinic 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 2',3'-O-{4-[Hydroxy(oxido)-λ5-azanylidene]-2,6-dinitro-2,5-cyclohexadiene-1,1-diyl}adenosine 5'-(tetrahydrogen triphosphate) (DB02524)

Structure for 2',3'-O-{4-[Hydroxy(oxido)-λ5-azanylidene]-2,6-dinitro-2,5-cyclohexadiene-1,1-diyl}adenosine 5'-(tetrahydrogen triphosphate) (DB02524)