3D structure for (12R)-12-hydroxyeicosapentaenoic acid (DB15571)

5283190
  -OEChem-11181911053D

53 52  0     1  0  0  0  0  0999 V2000
   -4.2800   -2.2676   -0.2081 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4394    3.8057   -1.6086 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5333    3.3592    0.3396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938    0.7392   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3714   -0.6320   -0.9971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0218   -1.5942   -0.2964 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0892   -0.5732   -1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3598    1.6468   -1.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272   -1.5146   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8515    0.6612   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9713   -2.6454   -0.5377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0521   -2.4957    0.9638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5394   -2.3453    0.8269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8031    1.9242   -0.3587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2811    1.7753   -0.5727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7017   -2.6634   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5368   -3.6291    0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1325    3.0070   -0.7604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2835   -3.6906   -0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5054    2.9094    0.7330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3589    2.5799    2.0245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4750    1.1763    2.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303    0.4667    2.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0437    1.2060   -0.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5060    0.6352    0.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4367   -1.0988   -1.3273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9770   -0.5147   -1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8355   -1.1118    0.6679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0829   -0.3102   -1.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5962   -1.0151   -2.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9490    1.7692   -2.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3862    1.2122   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2123   -1.4614   -0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9307    0.6402   -1.1821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -3.4708   -1.1756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5701   -1.5419    0.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8392   -2.7139    2.0178 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672   -2.9545    1.4722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3088    0.9696   -0.1589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3539    2.3116   -1.2818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9235    2.6269   -0.3600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4211   -1.8230    0.5232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2008   -4.4669   -0.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0195   -4.5512   -0.9417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4103    3.9547    0.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9506   -1.6080    0.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1322    3.3621    2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2150    0.5986    1.9823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8507    1.2179    3.5707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2759    0.4010    1.5129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2355   -0.5506    2.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6010    0.9923    3.1495 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2891    4.6983   -1.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 46  1  0  0  0  0
  2 18  1  0  0  0  0
  2 53  1  0  0  0  0
  3 18  2  0  0  0  0
  4  5  1  0  0  0  0
  4  8  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  5  9  1  0  0  0  0
  5 26  1  0  0  0  0
  5 27  1  0  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 28  1  0  0  0  0
  7 10  1  0  0  0  0
  7 29  1  0  0  0  0
  7 30  1  0  0  0  0
  8 18  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
  9 13  2  0  0  0  0
  9 33  1  0  0  0  0
 10 15  2  0  0  0  0
 10 34  1  0  0  0  0
 11 16  2  0  0  0  0
 11 35  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 36  1  0  0  0  0
 12 37  1  0  0  0  0
 13 38  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 14 39  1  0  0  0  0
 14 40  1  0  0  0  0
 15 41  1  0  0  0  0
 16 19  1  0  0  0  0
 16 42  1  0  0  0  0
 17 19  2  0  0  0  0
 17 43  1  0  0  0  0
 19 44  1  0  0  0  0
 20 21  2  0  0  0  0
 20 45  1  0  0  0  0
 21 22  1  0  0  0  0
 21 47  1  0  0  0  0
 22 23  1  0  0  0  0
 22 48  1  0  0  0  0
 22 49  1  0  0  0  0
 23 50  1  0  0  0  0
 23 51  1  0  0  0  0
 23 52  1  0  0  0  0
M  END
> <DATABASE_ID>
DB15571

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CC\C=C/C\C=C/C[C@@H](O)\C=C\C=C/C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+/t19-/m1/s1

> <INCHI_KEY>
MCRJLMXYVFDXLS-IHWYZUJNSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.457

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.18690541411134

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,10E,12R,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoic acid

> <ALOGPS_LOGP>
5.54

> <JCHEM_LOGP>
4.994438087333332

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720819929173768

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.88963064504959

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6087135008400597

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
102.5861

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12R-hepe

> <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 (12R)-12-hydroxyeicosapentaenoic acid (DB15571)

Structure for (12R)-12-hydroxyeicosapentaenoic acid (DB15571)