3D structure for 2-DEOXY-3,4-BIS-O-[3-(4-HYDROXYPHENYL)PROPANOYL]-L-THREO-PENTARIC ACID (DB08322)

11669698
  -OEChem-10051721183D

53 54  0     1  0  0  0  0  0999 V2000
    1.8092   -1.2065   -0.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7217   -0.2886   -0.0431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7987    0.9065    2.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8939   -4.8316    0.7457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9099   -0.5033    2.5596 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2750   -3.9517   -1.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015    0.7656   -1.3079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1937    1.7405    0.9556 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1105    1.2317    0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3181    0.3103   -0.9157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4007   -1.3517   -0.3111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3317   -0.1156    0.2298 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0201   -2.6834    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    0.0585    1.7312 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7720   -3.8640   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3711   -0.0995   -0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5345    0.7206    0.3778 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8173   -0.1237   -0.3458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9240    0.3644    0.0111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040    0.8733   -0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0518    0.9672   -0.5170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9225    1.2080    0.3082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3411    0.9717   -0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7542   -0.1746   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6821    2.1960   -0.6284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7721   -0.3189   -0.2732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2161    2.0454   -0.0491 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1245   -0.0851    0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0523    2.2852   -0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1149   -0.5421   -0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5589    1.8221   -0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7736    1.1448   -0.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0083    0.5284   -0.6181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2195   -1.4269   -1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0507    0.8258   -0.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1505   -2.6413    1.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0816   -2.8854    0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1761   -0.9540    0.2513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0686   -0.5732   -0.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8784    1.0079    3.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1799    1.6948   -1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4194   -5.5944    0.4226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7106    2.1484    0.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2953   -1.1553   -0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1337    3.0938   -0.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1177   -1.1838   -0.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8809    3.0593    0.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6765   -0.9817    0.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5525    3.2462   -0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4539   -1.5552   -0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2501    2.6600   -0.3840 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4473    0.3490    0.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4522   -0.6406   -1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 16  1  0  0  0  0
  2 12  1  0  0  0  0
  2 17  1  0  0  0  0
  3 14  1  0  0  0  0
  3 40  1  0  0  0  0
  4 15  1  0  0  0  0
  4 42  1  0  0  0  0
  5 14  2  0  0  0  0
  6 15  2  0  0  0  0
  7 16  2  0  0  0  0
  8 17  2  0  0  0  0
  9 32  1  0  0  0  0
  9 52  1  0  0  0  0
 10 33  1  0  0  0  0
 10 53  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 34  1  0  0  0  0
 12 14  1  0  0  0  0
 12 35  1  0  0  0  0
 13 15  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 18 38  1  0  0  0  0
 19 22  2  0  0  0  0
 19 39  1  0  0  0  0
 20 21  1  0  0  0  0
 20 41  1  0  0  0  0
 21 24  2  0  0  0  0
 21 25  1  0  0  0  0
 22 23  1  0  0  0  0
 22 43  1  0  0  0  0
 23 26  2  0  0  0  0
 23 27  1  0  0  0  0
 24 28  1  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 30  1  0  0  0  0
 26 46  1  0  0  0  0
 27 31  2  0  0  0  0
 27 47  1  0  0  0  0
 28 32  2  0  0  0  0
 28 48  1  0  0  0  0
 29 32  1  0  0  0  0
 29 49  1  0  0  0  0
 30 33  2  0  0  0  0
 30 50  1  0  0  0  0
 31 33  1  0  0  0  0
 31 51  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08322

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@](CC(O)=O)(OC(=O)\C=C\C1=CC=C(O)C=C1)[C@@]([H])(OC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H20O10/c24-16-7-1-14(2-8-16)5-11-20(28)32-18(13-19(26)27)22(23(30)31)33-21(29)12-6-15-3-9-17(25)10-4-15/h1-12,18,22,24-25H,13H2,(H,26,27)(H,30,31)/b11-5+,12-6+/t18-,22+/m0/s1

> <INCHI_KEY>
VJLMRHSHSNLOGC-NOPZTHQXSA-N

> <FORMULA>
C23H20O10

> <MOLECULAR_WEIGHT>
456.3989

> <EXACT_MASS>
456.10564686

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.0089439936696096

> <JCHEM_AVERAGE_POLARIZABILITY>
44.30199982407547

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S)-2,3-bis({[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy})pentanedioic acid

> <ALOGPS_LOGP>
3.54

> <JCHEM_LOGP>
3.716674422666667

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.916771881894967

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.170237789544799

> <JCHEM_PKA_STRONGEST_BASIC>
-5.954732129434371

> <JCHEM_POLAR_SURFACE_AREA>
167.66

> <JCHEM_REFRACTIVITY>
113.9349

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-02 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 2-DEOXY-3,4-BIS-O-[3-(4-HYDROXYPHENYL)PROPANOYL]-L-THREO-PENTARIC ACID (DB08322)

Structure for 2-DEOXY-3,4-BIS-O-[3-(4-HYDROXYPHENYL)PROPANOYL]-L-THREO-PENTARIC ACID (DB08322)