3D structure for (2S)-({(5Z)-5-[(5-Ethyl-2-furyl)methylene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)acetic acid (DB08706)

16049839
  -OEChem-11111916313D

41 43  0     1  0  0  0  0  0999 V2000
   -1.3965    0.2929    0.4257 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6547   -0.3905   -3.3420 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0990    0.2684   -0.8014 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2209    2.0767    2.9649 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3372    1.6454    2.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9428   -3.4575    0.8702 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1672    0.6828    0.9664 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3516   -1.5379    0.9847 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522    0.3611    1.2840 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3748    0.1615    0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2201   -0.2550    0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119    0.9123   -1.0895 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077   -0.7760    0.0540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3295    0.8295   -0.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2875   -0.8775   -0.1172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1331    1.4282    2.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9449   -1.3307    0.4505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3874    2.1086   -1.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1896   -1.7425    0.2080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2858    0.0417   -0.3349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5987   -1.0752    0.1976 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8820    0.7256   -2.2375 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1778   -0.9626   -1.0940 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8213   -2.2428    0.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149   -0.2119   -2.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231    3.3254   -0.7314 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5696   -0.5564    1.8884 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9337    1.6594    0.8104 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3252    1.6611   -1.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6248   -1.3667    0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3462    2.1916   -2.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6068    2.1392   -2.4233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4231   -2.8011    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3460    0.2452   -0.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0255   -1.9075    0.7395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6802    1.3124   -3.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9824   -1.6919   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0135    3.3522    0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2728    4.2506   -1.3138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2586    3.2953   -0.2133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    2.7331    3.5602 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 11  1  0  0  0  0
  1 17  1  0  0  0  0
  2 25  1  0  0  0  0
  3 14  1  0  0  0  0
  3 15  1  0  0  0  0
  4 16  1  0  0  0  0
  4 41  1  0  0  0  0
  5 16  2  0  0  0  0
  6 24  2  0  0  0  0
  7  9  1  0  0  0  0
  7 11  1  0  0  0  0
  7 28  1  0  0  0  0
  8 11  2  0  0  0  0
  8 24  1  0  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
  9 27  1  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
 12 22  1  0  0  0  0
 12 29  1  0  0  0  0
 13 23  2  0  0  0  0
 13 30  1  0  0  0  0
 14 18  1  0  0  0  0
 14 20  2  0  0  0  0
 15 19  1  0  0  0  0
 15 21  2  0  0  0  0
 17 19  2  0  0  0  0
 17 24  1  0  0  0  0
 18 26  1  0  0  0  0
 18 31  1  0  0  0  0
 18 32  1  0  0  0  0
 19 33  1  0  0  0  0
 20 21  1  0  0  0  0
 20 34  1  0  0  0  0
 21 35  1  0  0  0  0
 22 25  2  0  0  0  0
 22 36  1  0  0  0  0
 23 25  1  0  0  0  0
 23 37  1  0  0  0  0
 26 38  1  0  0  0  0
 26 39  1  0  0  0  0
 26 40  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08706

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
CCC1=CC=C(O1)\C=C1/SC(N[C@H](C(O)=O)C2=CC=C(F)C=C2)=NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H15FN2O4S/c1-2-12-7-8-13(25-12)9-14-16(22)21-18(26-14)20-15(17(23)24)10-3-5-11(19)6-4-10/h3-9,15H,2H2,1H3,(H,23,24)(H,20,21,22)/b14-9-/t15-/m0/s1

> <INCHI_KEY>
RNEACARJKXYVND-MZLJFPOFSA-N

> <FORMULA>
C18H15FN2O4S

> <MOLECULAR_WEIGHT>
374.386

> <EXACT_MASS>
374.073655873

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
36.623111300933374

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-{[(5Z)-5-[(5-ethylfuran-2-yl)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl]amino}-2-(4-fluorophenyl)acetic acid

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
3.0847382429999994

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.506866017571053

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8813116826988514

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2662217644108344

> <JCHEM_POLAR_SURFACE_AREA>
91.89999999999999

> <JCHEM_REFRACTIVITY>
95.69830000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.49e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
biib021

> <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 (2S)-({(5Z)-5-[(5-Ethyl-2-furyl)methylene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)acetic acid (DB08706)

Structure for (2S)-({(5Z)-5-[(5-Ethyl-2-furyl)methylene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}amino)(4-fluorophenyl)acetic acid (DB08706)