3D structure for KW-7158 (DB05498)

9844981
  -OEChem-10051722103D

39 41  0     1  0  0  0  0  0999 V2000
   -3.7746   -0.7723   -0.3332 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9474    3.1923   -0.2659 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089    1.4113    1.4621 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.4360    1.6437   -0.4173 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.5918    1.9587   -0.3511 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7680   -0.2071   -1.6680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8143   -1.7046    0.0617 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9978   -0.6770    0.4876 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1605    0.7011   -1.7269 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8657   -1.9862    1.2223 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4359   -0.9002   -0.2835 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2141   -1.5475   -0.0655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7679    0.5251    0.8763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0203   -0.8519   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343    1.6518    0.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1984   -1.5117   -0.0443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6453    1.6214   -0.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9248    0.5358   -0.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8089   -0.2775   -0.1943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1945   -2.8797    0.3608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184   -2.8381    0.3868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181    2.9840    1.0514 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6627   -1.1563    0.3383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773   -3.5211    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5876    1.1931    0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281   -0.4937   -1.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1789    3.9067    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5427    0.0768    1.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7993    0.8960    0.9139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1094   -3.4420    0.5217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -0.0535   -0.8439 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369   -3.3983    0.5260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9884    3.2483    1.6395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9634   -4.5587    0.9091 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.0069   -2.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1370   -1.5610   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1972   -0.1083   -2.2914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1674    4.9662    0.8763 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2049   -1.5895    0.2222 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0  0  0  0
  1  7  2  0  0  0  0
  1 12  1  0  0  0  0
  1 13  1  0  0  0  0
  2 17  1  0  0  0  0
  2 27  1  0  0  0  0
  3 25  1  0  0  0  0
  4 25  1  0  0  0  0
  5 25  1  0  0  0  0
  8 19  1  0  0  0  0
  8 39  1  0  0  0  0
  9 18  2  0  0  0  0
 10 23  2  0  0  0  0
 11 16  1  0  0  0  0
 11 23  1  0  0  0  0
 11 31  1  0  0  0  0
 12 14  1  0  0  0  0
 12 20  2  0  0  0  0
 13 15  1  0  0  0  0
 13 28  1  0  0  0  0
 13 29  1  0  0  0  0
 14 16  2  0  0  0  0
 14 18  1  0  0  0  0
 15 17  2  0  0  0  0
 15 22  1  0  0  0  0
 16 21  1  0  0  0  0
 17 18  1  0  0  0  0
 19 23  1  0  0  0  0
 19 25  1  0  0  0  0
 19 26  1  0  0  0  0
 20 24  1  0  0  0  0
 20 30  1  0  0  0  0
 21 24  2  0  0  0  0
 21 32  1  0  0  0  0
 22 27  2  0  0  0  0
 22 33  1  0  0  0  0
 24 34  1  0  0  0  0
 26 35  1  0  0  0  0
 26 36  1  0  0  0  0
 26 37  1  0  0  0  0
 27 38  1  0  0  0  0
M  END
> <DATABASE_ID>
DB05498

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
C[C@](O)(C(=O)NC1=CC=CC2=C1C(=O)C1=C(CS2(=O)=O)C=CS1)C(F)(F)F

> <INCHI_IDENTIFIER>
InChI=1S/C16H12F3NO5S2/c1-15(23,16(17,18)19)14(22)20-9-3-2-4-10-11(9)12(21)13-8(5-6-26-13)7-27(10,24)25/h2-6,23H,7H2,1H3,(H,20,22)/t15-/m0/s1

> <INCHI_KEY>
NAFSYPCVPLWHFY-HNNXBMFYSA-N

> <FORMULA>
C16H12F3NO5S2

> <MOLECULAR_WEIGHT>
419.39

> <EXACT_MASS>
419.010899327

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
35.76403220454694

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-3,3,3-trifluoro-2-hydroxy-2-methyl-N-{2,9,9-trioxo-4,9λ⁶-dithiatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),5,11,13-pentaen-14-yl}propanamide

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.759486019666666

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.017083780678787

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.447126166912064

> <JCHEM_PKA_STRONGEST_BASIC>
-5.224394524375312

> <JCHEM_POLAR_SURFACE_AREA>
100.53999999999999

> <JCHEM_REFRACTIVITY>
92.4725

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.95e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3,3,3-trifluoro-2-hydroxy-2-methyl-N-{2,9,9-trioxo-4,9λ⁶-dithiatricyclo[8.4.0.0³,⁷]tetradeca-1(10),3(7),5,11,13-pentaen-14-yl}propanamide

> <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 KW-7158 (DB05498)

Structure for KW-7158 (DB05498)