3D structure for [(2R,3S,4R,5R)-5-(4-acetonyl-3-carbamoyl-pyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphate (DB02732)

5288882
  -OEChem-11261916463D

79 83  0     1  0  0  0  0  0999 V2000
    1.4265    4.3140   -0.8443 P   0  0  1  0  0  0  0  0  0  0  0  0
    2.3288    3.6512    1.8962 P   0  0  1  0  0  0  0  0  0  0  0  0
    1.6840   -0.0192   -3.3945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0130    0.2628    3.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1516    0.7422   -4.2176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5496   -1.1883   -2.3465 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5989   -2.1968    4.0564 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1803   -3.0571    1.9047 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9528    3.2566   -1.9740 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7650    2.3809    2.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4592    3.4576    0.5274 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9934    4.5641   -1.1607 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6036    5.5674   -0.7719 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8975    4.9409    2.5604 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.7868    3.3980    1.5799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8903   -2.9912   -0.1671 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9045    1.6214    0.8316 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4968   -2.1037   -2.2765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7222   -0.5737    1.7577 N   0  3  0  0  0  0  0  0  0  0  0  0
    2.0553   -4.1200   -1.5069 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1211   -0.7406   -1.0916 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5573   -2.1088    0.3302 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3287   -4.4863    0.4788 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0003   -1.8564    1.4879 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671    0.9105   -2.9761 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3609   -0.4277   -2.2720 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9936    1.2448   -3.2613 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7800   -1.0820   -3.0362 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6637   -1.3821    2.8859 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4718   -1.6782    1.9979 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4201    0.0701    3.2835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6305   -0.9112    2.7059 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6516    2.0351   -2.1389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0507    1.0639    2.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398   -1.9050   -1.4174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7592   -1.4142    1.6406 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2423   -3.4495   -2.2962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343    0.5599    1.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8716   -3.1670   -0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7928   -1.1254    0.7611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    0.0455    0.0117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6386    0.9002    0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9236   -3.2462   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8102    0.4073   -0.9516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9107   -2.0497    0.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1231   -0.9438   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9254    1.2414   -0.3384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0793    1.5885   -1.2434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0144    1.6600   -2.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0932   -0.2797   -1.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0980    1.7895   -4.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4363   -1.5617   -3.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6260   -1.5694    2.4056 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387   -1.2837    0.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7520    0.2836    4.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0764   -1.4786    3.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6313    1.4784   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012    2.2321   -2.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6514    0.9424    1.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1357    0.9237    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1680    1.6083   -4.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -2.0365   -1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3485   -1.9488    4.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9696   -3.4979    1.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7411   -2.3091    2.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555   -3.8808   -2.9000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7642    1.1894    1.1809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5642    1.8209   -0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524   -0.4870   -1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3851    0.9860   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6514   -0.0533    0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4675    5.2731   -0.6761 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569   -5.3364    0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0954   -4.5176    1.1368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0328   -1.0969    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8038   -2.4747    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5672    0.6711   -1.5816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8068    2.1961   -0.6981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7132    2.1597   -2.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 11  1  0  0  0  0
  1 12  1  0  0  0  0
  1 13  2  0  0  0  0
  2 10  1  0  0  0  0
  2 11  1  0  0  0  0
  2 14  1  0  0  0  0
  2 15  2  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  4 31  1  0  0  0  0
  4 32  1  0  0  0  0
  5 25  1  0  0  0  0
  5 61  1  0  0  0  0
  6 26  1  0  0  0  0
  6 62  1  0  0  0  0
  7 29  1  0  0  0  0
  7 63  1  0  0  0  0
  8 30  1  0  0  0  0
  8 64  1  0  0  0  0
  9 33  1  0  0  0  0
 10 34  1  0  0  0  0
 12 72  1  0  0  0  0
 16 45  2  0  0  0  0
 17 47  2  0  0  0  0
 18 28  1  0  0  0  0
 18 35  1  0  0  0  0
 18 37  1  0  0  0  0
 19 32  1  0  0  0  0
 19 36  2  0  0  0  0
 19 38  1  0  0  0  0
 20 37  2  0  0  0  0
 20 39  1  0  0  0  0
 21 35  2  0  0  0  0
 21 46  1  0  0  0  0
 22 43  1  0  0  0  0
 22 46  2  0  0  0  0
 23 43  1  0  0  0  0
 23 73  1  0  0  0  0
 23 74  1  0  0  0  0
 24 45  1  0  0  0  0
 24 75  1  0  0  0  0
 24 76  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 49  1  0  0  0  0
 26 28  1  0  0  0  0
 26 50  1  0  0  0  0
 27 33  1  0  0  0  0
 27 51  1  0  0  0  0
 28 52  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 53  1  0  0  0  0
 30 32  1  0  0  0  0
 30 54  1  0  0  0  0
 31 34  1  0  0  0  0
 31 55  1  0  0  0  0
 32 56  1  0  0  0  0
 33 57  1  0  0  0  0
 33 58  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
 35 39  1  0  0  0  0
 36 40  1  0  0  0  0
 36 65  1  0  0  0  0
 37 66  1  0  0  0  0
 38 42  2  0  0  0  0
 38 67  1  0  0  0  0
 39 43  2  0  0  0  0
 40 41  2  0  0  0  0
 40 45  1  0  0  0  0
 41 42  1  0  0  0  0
 41 44  1  0  0  0  0
 42 68  1  0  0  0  0
 44 47  1  0  0  0  0
 44 69  1  0  0  0  0
 44 70  1  0  0  0  0
 46 71  1  0  0  0  0
 47 48  1  0  0  0  0
 48 77  1  0  0  0  0
 48 78  1  0  0  0  0
 48 79  1  0  0  0  0
M  CHG  2  14  -1  19   1
M  END
> <DATABASE_ID>
DB02732

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N([H])C(=O)C1=C(CC(C)=O)C=C[N+](=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N=CN=C23)N([H])[H])[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C24H31N7O15P2/c1-10(32)4-11-2-3-30(5-12(11)21(26)37)23-18(35)16(33)13(44-23)6-42-47(38,39)46-48(40,41)43-7-14-17(34)19(36)24(45-14)31-9-29-15-20(25)27-8-28-22(15)31/h2-3,5,8-9,13-14,16-19,23-24,33-36H,4,6-7H2,1H3,(H5-,25,26,27,28,37,38,39,40,41)/t13-,14-,16-,17-,18-,19-,23-,24-/m1/s1

> <INCHI_KEY>
SGHBFOOIAAJJMI-YDKVLQLQSA-N

> <FORMULA>
C24H31N7O15P2

> <MOLECULAR_WEIGHT>
719.4884

> <EXACT_MASS>
719.135336381

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
64.3838116747174

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R,3R,4S,5R)-5-{[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl phosphonato)oxy]methyl}-3,4-dihydroxyoxolan-2-yl]-3-carbamoyl-4-(2-oxopropyl)-1lambda5-pyridin-1-ylium

> <ALOGPS_LOGP>
-0.83

> <JCHEM_LOGP>
-9.99436348703882

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
2.2830185411659443

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8542391602705337

> <JCHEM_PKA_STRONGEST_BASIC>
4.930731099435778

> <JCHEM_POLAR_SURFACE_AREA>
338.1599999999999

> <JCHEM_REFRACTIVITY>
155.73389999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.70e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-{[(1S)-1-{[(1S)-1-carbamoyl-2-carboxyethyl]carbamoyl}-2-phenylethyl]amino}-4-phenylbutanoic 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 [(2R,3S,4R,5R)-5-(4-acetonyl-3-carbamoyl-pyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphate (DB02732)

Structure for [(2R,3S,4R,5R)-5-(4-acetonyl-3-carbamoyl-pyridin-1-ium-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl] phosphate (DB02732)