3D structure for 4-{2,6,8-Trioxo-9-[(2S,3R,4R)-2,3,4,5-Tetrahydroxypentyl]-1,2,3,6,8,9-Hexahydro-7h-Purin-7-Yl}Butyl Dihydrogen Phosphate (DB02711)

657028
  -OEChem-10051720003D

53 54  0     1  0  0  0  0  0999 V2000
   -7.9812   -0.9195    0.6650 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -1.8924   -1.7301 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8749   -1.9802   -1.3733 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1647   -2.2141   -0.6374 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0697    0.2494    0.3792 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6337    2.8548   -1.0154 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6825   -1.0032    2.2902 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6959   -0.7718   -0.3054 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4355    4.2761    0.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5577   -2.1408    1.6367 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8851    0.3743    1.6303 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2934   -1.0973   -0.0412 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4889   -0.3379    0.0137 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5868    0.0479   -0.7879 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779    2.0159    0.4061 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4013    3.5743   -0.1581 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7047   -0.9713    0.4558 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7056   -1.1309   -0.6921 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2450    1.0170    0.0065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0064   -1.8305   -0.2512 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0157    1.2403   -0.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3310   -1.0120   -0.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117   -0.1246   -1.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7620   -1.0640    0.8509 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9702   -0.2820   -0.2394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5132    2.6058   -0.5874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3730   -0.4852   -0.8128 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0663   -1.7537    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6990    3.3557    0.3451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4170   -0.6002    0.2895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119   -0.3970    1.2919 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4298   -1.9633    0.8345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9355   -0.1556   -1.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7759   -2.8447    0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1503    0.6958   -2.0100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8998   -1.0396   -1.9318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1421   -0.9485    1.7454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7109   -1.1323    0.4041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9648    0.6060    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0004    1.7755    0.7538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6349    0.3493   -1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4003   -1.3860   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7718   -1.7862    0.4122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8803   -2.7695    1.6104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8811   -2.7724   -1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    4.5422   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0999   -1.0897   -1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4205    0.3071    0.9019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1944   -1.4588    0.9308 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5521    0.7080    1.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5057   -1.4648    2.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2174   -2.4927    2.2716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6056    0.5399    2.2750 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>
DB02711

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
OC[C@@H](O)[C@H](O)[C@@H](O)CN1C(=O)N(CCCCOP(O)(O)=O)C2=C1NC(=O)NC2=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+/m0/s1

> <INCHI_KEY>
VBXZSBKAJFXURR-QXFUBDJGSA-N

> <FORMULA>
C14H23N4O11P

> <MOLECULAR_WEIGHT>
454.3264

> <EXACT_MASS>
454.11009411

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.060279273227873

> <JCHEM_AVERAGE_POLARIZABILITY>
41.02513323409566

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4-{2,6,8-trioxo-9-[(2S,3R,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_NEUTRAL_CHARGE>
-2

> <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>
229.42999999999995

> <JCHEM_REFRACTIVITY>
106.27699999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic 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 4-{2,6,8-Trioxo-9-[(2S,3R,4R)-2,3,4,5-Tetrahydroxypentyl]-1,2,3,6,8,9-Hexahydro-7h-Purin-7-Yl}Butyl Dihydrogen Phosphate (DB02711)

Structure for 4-{2,6,8-Trioxo-9-[(2S,3R,4R)-2,3,4,5-Tetrahydroxypentyl]-1,2,3,6,8,9-Hexahydro-7h-Purin-7-Yl}Butyl Dihydrogen Phosphate (DB02711)