3D structure for 1-deoxy-1-{2,6,8-trioxo-7-[4-(phosphonooxy)butyl]-1,2,3,6,7,8-hexahydro-9H-purin-9-yl}-D-arabinitol (DB02135)

657027
  -OEChem-12101918393D

53 54  0     1  0  0  0  0  0999 V2000
    7.6066   -1.0779   -0.8133 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9936   -2.5955   -0.1443 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4843   -3.2880   -1.2454 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1778   -1.5099    2.1776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8260   -2.2987   -0.1172 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4541    3.2254    0.1811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8113    0.2668   -1.2308 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4837   -0.5142    0.2051 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8868    3.9383   -1.2939 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0855   -2.5763   -1.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094   -0.2848   -2.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0190   -0.9895   -0.3138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6612   -0.0237    1.0424 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4972    0.5972    1.2784 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3976    1.9836   -0.1700 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7169    3.5904   -0.5589 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9048   -0.7486    1.0937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0742   -1.6622   -0.1237 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4733    1.2102    0.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4102   -2.4307   -0.1072 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1949    1.5736    0.6039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.4660    1.5870 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8958    0.6220    1.6229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6395   -1.5024   -0.1082 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7769    0.0083    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912    2.8548    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2590    0.0169    0.9151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6679   -0.5771   -1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0675    3.2220   -0.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1219   -0.5638   -0.1969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -1.3640    2.0013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -0.0300    1.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9801   -1.0948   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4454   -3.0937    0.7658 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2053    1.6423    1.8685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0150    0.0319    2.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6815   -0.9129    0.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4543   -1.0226    0.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6355    0.5583   -0.3995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3513    1.6459   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5876    1.0408    1.1324 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4196   -0.5531    1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7572   -1.1469   -2.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7896    0.0696   -1.3743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1769   -2.0953   -0.3102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4456    4.4891   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3377   -3.7528   -1.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9934    0.0166   -1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8362   -1.6023   -0.3918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5851   -1.6909   -0.1309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8084    0.8385   -2.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6514   -3.1735   -1.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9132   -0.4147   -2.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  1 12  2  0  0  0  0
  2 18  1  0  0  0  0
  2 45  1  0  0  0  0
  3 20  1  0  0  0  0
  3 47  1  0  0  0  0
  4 22  2  0  0  0  0
  5 24  1  0  0  0  0
  5 50  1  0  0  0  0
  6 26  2  0  0  0  0
  7 28  1  0  0  0  0
  7 51  1  0  0  0  0
  8 30  1  0  0  0  0
  9 29  2  0  0  0  0
 10 52  1  0  0  0  0
 11 53  1  0  0  0  0
 13 17  1  0  0  0  0
 13 19  1  0  0  0  0
 13 22  1  0  0  0  0
 14 21  1  0  0  0  0
 14 22  1  0  0  0  0
 14 23  1  0  0  0  0
 15 19  1  0  0  0  0
 15 29  1  0  0  0  0
 15 40  1  0  0  0  0
 16 26  1  0  0  0  0
 16 29  1  0  0  0  0
 16 46  1  0  0  0  0
 17 18  1  0  0  0  0
 17 31  1  0  0  0  0
 17 32  1  0  0  0  0
 18 20  1  0  0  0  0
 18 33  1  0  0  0  0
 19 21  2  0  0  0  0
 20 24  1  0  0  0  0
 20 34  1  0  0  0  0
 21 26  1  0  0  0  0
 23 25  1  0  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
 24 28  1  0  0  0  0
 24 37  1  0  0  0  0
 25 27  1  0  0  0  0
 25 38  1  0  0  0  0
 25 39  1  0  0  0  0
 27 30  1  0  0  0  0
 27 41  1  0  0  0  0
 27 42  1  0  0  0  0
 28 43  1  0  0  0  0
 28 44  1  0  0  0  0
 30 48  1  0  0  0  0
 30 49  1  0  0  0  0
M  END
> <DATABASE_ID>
DB02135

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]N1C2=C(N(CCCCOP(O)(O)=O)C(=O)N2C[C@@H](O)[C@H](O)[C@H](O)CO)C(=O)N([H])C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H23N4O11P/c19-6-8(21)10(22)7(20)5-18-11-9(12(23)16-13(24)15-11)17(14(18)25)3-1-2-4-29-30(26,27)28/h7-8,10,19-22H,1-6H2,(H2,26,27,28)(H2,15,16,23,24)/t7-,8-,10+/m1/s1

> <INCHI_KEY>
VBXZSBKAJFXURR-MRTMQBJTSA-N

> <FORMULA>
C14H23N4O11P

> <MOLECULAR_WEIGHT>
454.3264

> <EXACT_MASS>
454.11009411

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
40.86202418874426

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4-{2,6,8-trioxo-9-[(2R,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2,3,6,7,8,9-hexahydro-1H-purin-7-yl}butoxy)phosphonic acid

> <ALOGPS_LOGP>
-1.38

> <JCHEM_LOGP>
-3.914293275666667

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.723392982734285

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8051763585933827

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9741788129840154

> <JCHEM_POLAR_SURFACE_AREA>
229.43

> <JCHEM_REFRACTIVITY>
106.27699999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-thiocitrulline

> <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 1-deoxy-1-{2,6,8-trioxo-7-[4-(phosphonooxy)butyl]-1,2,3,6,7,8-hexahydro-9H-purin-9-yl}-D-arabinitol (DB02135)

Structure for 1-deoxy-1-{2,6,8-trioxo-7-[4-(phosphonooxy)butyl]-1,2,3,6,7,8-hexahydro-9H-purin-9-yl}-D-arabinitol (DB02135)