3D structure for 3-({3-[(1S,4aS,6S,7S,9S,9aR)-1,6-dimethyl-2-oxodecahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanoyl}amino)-2,4-dihydroxybenzoic acid (DB08366)

16086836
  -OEChem-10051721193D

61 65  0     1  0  0  0  0  0999 V2000
    2.2418    2.3474    0.0687 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8575   -3.6156    0.4942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6315   -2.9314    0.7519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1707    1.7367    0.6581 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4164   -2.8443   -0.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0562    2.2158   -0.4720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6080    2.8870    1.1463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8852   -0.6762    0.1501 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2620    0.3500    0.3935 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.7787    0.0131   -0.0185 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2795    2.1747   -1.1476 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6582    2.6322    0.2002 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1823    1.2039   -0.8292 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0793    0.9223   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1976    1.6409    1.2473 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0619    1.7317   -1.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5747   -1.4357   -0.5451 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9737   -0.8202    1.0742 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8613    4.0878    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9967   -1.8482    1.6262 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1249   -2.4121    0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0681   -1.7231   -0.7073 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2723   -1.7686   -1.8667 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3158   -1.5182    0.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1755   -1.8196    0.5070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2830   -0.5504   -0.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8987    0.6644    0.2292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128   -1.6459   -0.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2766    0.7866    0.0500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3907   -1.5238   -0.6474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0226   -0.3075   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585    2.0462    0.3137 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2626    0.0577    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8918    2.9192   -1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1432    1.0536   -1.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1954    0.2393   -1.6256 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0896    1.2015   -0.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1912    1.9349    1.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5308    1.5332    2.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847    1.0092   -2.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5957    2.6093   -2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6266   -1.3248    0.3501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6254   -0.4633    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4196    4.7372   -0.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3628    4.3306    1.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9235    4.3339    0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5568   -2.6741    2.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3524   -1.4174    2.3996 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6335   -1.0968   -1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9081   -2.7574   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0501   -2.7979   -2.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9400   -1.1182   -2.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3605   -1.7142   -1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7060   -2.1642    1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3990   -0.4944    0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3907    0.2117    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9848   -2.3688   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0991   -0.2480   -0.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7276    2.5274    0.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0924   -3.4799   -1.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5090    3.0664   -0.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  2 21  2  0  0  0  0
  3 25  2  0  0  0  0
  4 27  1  0  0  0  0
  4 59  1  0  0  0  0
  5 28  1  0  0  0  0
  5 60  1  0  0  0  0
  6 32  1  0  0  0  0
  6 61  1  0  0  0  0
  7 32  2  0  0  0  0
  8 25  1  0  0  0  0
  8 26  1  0  0  0  0
  8 56  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
  9 18  1  0  0  0  0
 10 13  1  0  0  0  0
 10 17  1  0  0  0  0
 10 33  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 11 16  1  0  0  0  0
 11 34  1  0  0  0  0
 12 15  1  0  0  0  0
 12 19  1  0  0  0  0
 13 16  1  0  0  0  0
 13 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 15 38  1  0  0  0  0
 15 39  1  0  0  0  0
 16 40  1  0  0  0  0
 16 41  1  0  0  0  0
 17 21  1  0  0  0  0
 17 22  1  0  0  0  0
 17 23  1  0  0  0  0
 18 20  1  0  0  0  0
 18 42  1  0  0  0  0
 18 43  1  0  0  0  0
 19 44  1  0  0  0  0
 19 45  1  0  0  0  0
 19 46  1  0  0  0  0
 20 21  1  0  0  0  0
 20 47  1  0  0  0  0
 20 48  1  0  0  0  0
 22 24  1  0  0  0  0
 22 49  1  0  0  0  0
 22 50  1  0  0  0  0
 23 51  1  0  0  0  0
 23 52  1  0  0  0  0
 23 53  1  0  0  0  0
 24 25  1  0  0  0  0
 24 54  1  0  0  0  0
 24 55  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 27 29  2  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  0  0  0  0
 30 31  2  0  0  0  0
 30 57  1  0  0  0  0
 31 58  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08366

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@]12C[C@]3([H])O[C@@]1(C)C[C@@]1(C2)CCC(=O)[C@@](C)(CCC(=O)NC2=C(O)C=CC(C(O)=O)=C2O)[C@]31[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H29NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-4,12,15,20,26,29H,5-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24+/m1/s1

> <INCHI_KEY>
XADCWKSMHQPTGH-OFBLZTNGSA-N

> <FORMULA>
C24H29NO7

> <MOLECULAR_WEIGHT>
443.4896

> <EXACT_MASS>
443.194402287

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.0069455945875145

> <JCHEM_AVERAGE_POLARIZABILITY>
44.69454992580246

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{3-[(1S,5S,6R,7S,9S,10S)-5,9-dimethyl-4-oxo-8-oxatetracyclo[7.2.1.1^{7,10}.0^{1,6}]tridecan-5-yl]propanamido}-2,4-dihydroxybenzoic acid

> <ALOGPS_LOGP>
2.45

> <JCHEM_LOGP>
3.238385152666666

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.149922576132044

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.956783188219166

> <JCHEM_PKA_STRONGEST_BASIC>
-3.40792702484729

> <JCHEM_POLAR_SURFACE_AREA>
133.16

> <JCHEM_REFRACTIVITY>
115.71719999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e-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 3-({3-[(1S,4aS,6S,7S,9S,9aR)-1,6-dimethyl-2-oxodecahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanoyl}amino)-2,4-dihydroxybenzoic acid (DB08366)

Structure for 3-({3-[(1S,4aS,6S,7S,9S,9aR)-1,6-dimethyl-2-oxodecahydro-6,9-epoxy-4a,7-methanobenzo[7]annulen-1-yl]propanoyl}amino)-2,4-dihydroxybenzoic acid (DB08366)