3D structure for DIETHYL (1R,2S,3R,4S)-5,6-BIS(4-HYDROXYPHENYL)-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLATE (DB08320)

24752837
  -OEChem-10051721183D

55 58  0     1  0  0  0  0  0999 V2000
   -0.4180   -0.1475   -3.0011 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9495   -2.1574    0.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6588    1.1701   -0.0722 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6959   -2.6620    0.3276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6414    0.6598    0.9309 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7688   -3.4103    1.6088 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8050    5.2013    1.3547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6091   -1.3406   -1.4650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0174    0.1550   -1.3919 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1963   -1.2415   -2.0651 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7775    0.8499   -2.0004 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7667   -0.5687   -1.1134 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4429    0.7415   -1.1144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6671   -2.1310   -0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3869    0.6802   -0.0392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8090   -1.3088   -0.4044 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599    1.9065   -0.4695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -2.0124   -1.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2717    2.9934   -0.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8367   -1.3115    0.9903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4347    1.9269   -0.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1497   -2.8845    1.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1433    1.7069    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706   -2.7187   -0.4460 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8580    4.1007    0.5214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312   -2.0176    1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0212    3.0341    0.3786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7983   -2.7212    0.9486 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2328    4.1210    0.7565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6142   -2.8197    1.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5584    2.2060    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2529   -1.8459   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8611    0.2971   -2.0814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1697   -2.1292   -2.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9530    1.8172   -2.4761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7722   -2.0178   -2.2097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7999    3.0142   -0.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918   -0.7689    1.5677 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0851    1.1139   -0.5420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8499   -3.9283    1.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5423   -2.4380    2.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1314    0.9246    1.9300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4992    2.5354    1.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5188   -3.2619   -1.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333    4.9418    0.8097 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8477   -2.0159    2.7532 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0936    3.0472    0.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9328   -1.7799    1.9910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2360   -3.2464    1.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8033   -3.3648    2.7914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5888    2.9757    0.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2103    1.3915    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9606    2.6245    1.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3512   -3.8367    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1135    5.8576    1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0  0  0  0
  1 11  1  0  0  0  0
  2 14  1  0  0  0  0
  2 22  1  0  0  0  0
  3 15  1  0  0  0  0
  3 23  1  0  0  0  0
  4 14  2  0  0  0  0
  5 15  2  0  0  0  0
  6 28  1  0  0  0  0
  6 54  1  0  0  0  0
  7 29  1  0  0  0  0
  7 55  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  8 32  1  0  0  0  0
  9 11  1  0  0  0  0
  9 15  1  0  0  0  0
  9 33  1  0  0  0  0
 10 12  1  0  0  0  0
 10 34  1  0  0  0  0
 11 13  1  0  0  0  0
 11 35  1  0  0  0  0
 12 13  2  0  0  0  0
 12 16  1  0  0  0  0
 13 17  1  0  0  0  0
 16 18  2  0  0  0  0
 16 20  1  0  0  0  0
 17 19  2  0  0  0  0
 17 21  1  0  0  0  0
 18 24  1  0  0  0  0
 18 36  1  0  0  0  0
 19 25  1  0  0  0  0
 19 37  1  0  0  0  0
 20 26  2  0  0  0  0
 20 38  1  0  0  0  0
 21 27  2  0  0  0  0
 21 39  1  0  0  0  0
 22 30  1  0  0  0  0
 22 40  1  0  0  0  0
 22 41  1  0  0  0  0
 23 31  1  0  0  0  0
 23 42  1  0  0  0  0
 23 43  1  0  0  0  0
 24 28  2  0  0  0  0
 24 44  1  0  0  0  0
 25 29  2  0  0  0  0
 25 45  1  0  0  0  0
 26 28  1  0  0  0  0
 26 46  1  0  0  0  0
 27 29  1  0  0  0  0
 27 47  1  0  0  0  0
 30 48  1  0  0  0  0
 30 49  1  0  0  0  0
 30 50  1  0  0  0  0
 31 51  1  0  0  0  0
 31 52  1  0  0  0  0
 31 53  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08320

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@]12O[C@]([H])(C(=C1C1=CC=C(O)C=C1)C1=CC=C(O)C=C1)[C@]([H])(C(=O)OCC)[C@]2([H])C(=O)OCC

> <INCHI_IDENTIFIER>
InChI=1S/C24H24O7/c1-3-29-23(27)19-20(24(28)30-4-2)22-18(14-7-11-16(26)12-8-14)17(21(19)31-22)13-5-9-15(25)10-6-13/h5-12,19-22,25-26H,3-4H2,1-2H3/t19-,20+,21-,22+

> <INCHI_KEY>
NHKDFDHHMHBFLG-COPRSSIGSA-N

> <FORMULA>
C24H24O7

> <MOLECULAR_WEIGHT>
424.4432

> <EXACT_MASS>
424.152203122

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.01232752351060733

> <JCHEM_AVERAGE_POLARIZABILITY>
43.43416426796672

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,3-diethyl (1R,2S,3R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

> <ALOGPS_LOGP>
3.90

> <JCHEM_LOGP>
3.192946251666667

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.604633871502008

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.00233346724256

> <JCHEM_PKA_STRONGEST_BASIC>
-4.240732911979086

> <JCHEM_POLAR_SURFACE_AREA>
102.29000000000002

> <JCHEM_REFRACTIVITY>
112.16649999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biotin

> <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 DIETHYL (1R,2S,3R,4S)-5,6-BIS(4-HYDROXYPHENYL)-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLATE (DB08320)

Structure for DIETHYL (1R,2S,3R,4S)-5,6-BIS(4-HYDROXYPHENYL)-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLATE (DB08320)