3D structure for 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE (DB08608)

6102761
  -OEChem-10051721243D

47 48  0     1  0  0  0  0  0999 V2000
   -5.6650   -1.3507    1.1352 F   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3919   -0.6516   -0.7974 F   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8269   -2.1692   -0.7031 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    0.3084   -1.4406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1460   -1.1427    1.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2691    2.6974   -1.0603 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.0606    0.1814 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    1.1736    0.0085 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5685   -2.3527    0.4113 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6073   -0.8400    0.2162 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3140    2.0770   -0.0212 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5712    1.3451   -0.5041 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6455   -0.1056    0.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -0.4038    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3832   -1.5062   -1.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5310    2.7452    1.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2293    0.0480   -0.1148 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0774    1.6321   -0.4761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2856   -1.0373   -0.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7362    1.3434    0.4975 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2543    0.7780   -0.2861 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5922   -0.1615   -1.2569 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0281    0.9103    0.8641 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7113   -0.9743   -1.0761 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1472    0.0975    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4887   -0.8448    0.0745 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6359   -1.6764    0.2603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8202   -1.6488    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1095    2.8837   -0.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4226    2.0164   -0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4475    1.1169   -1.5701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5434    0.1324    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5157   -0.7600    0.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1207   -0.7789   -1.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4280   -2.2396   -1.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2883   -2.0282   -1.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7975    2.0200    2.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3779    3.2618    1.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3375    3.4838    1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3678    1.1404    1.3706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9488    2.0079    0.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3329    1.9118   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5641   -0.5403   -1.8549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9918   -0.2708   -2.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695    1.6410    1.6260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -1.7045   -1.8411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7433    0.2103    1.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0  0  0  0
  2 19  1  0  0  0  0
  3 19  1  0  0  0  0
  4 17  1  0  0  0  0
  4 43  1  0  0  0  0
  5 14  2  0  0  0  0
  6 18  2  0  0  0  0
  7 10  1  0  0  0  0
  7 12  1  0  0  0  0
  7 14  1  0  0  0  0
  8 11  1  0  0  0  0
  8 13  1  0  0  0  0
  8 18  1  0  0  0  0
  9 27  3  0  0  0  0
 10 13  1  0  0  0  0
 10 15  1  0  0  0  0
 10 28  1  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 12 31  1  0  0  0  0
 13 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 17  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 16 38  1  0  0  0  0
 16 39  1  0  0  0  0
 17 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 20 40  1  0  0  0  0
 20 41  1  0  0  0  0
 20 42  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 44  1  0  0  0  0
 23 25  2  0  0  0  0
 23 45  1  0  0  0  0
 24 26  2  0  0  0  0
 24 46  1  0  0  0  0
 25 26  1  0  0  0  0
 25 47  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
DB08608

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@]1(C)CN(C(=O)[C@@](C)(O)C(F)(F)F)[C@@]([H])(C)CN1C(=O)C1=CC=C(C=C1)C#N

> <INCHI_IDENTIFIER>
InChI=1S/C18H20F3N3O3/c1-11-10-24(16(26)17(3,27)18(19,20)21)12(2)9-23(11)15(25)14-6-4-13(8-22)5-7-14/h4-7,11-12,27H,9-10H2,1-3H3/t11-,12+,17-/m1/s1

> <INCHI_KEY>
IWFSHKKFDSWNLZ-BWACUDIHSA-N

> <FORMULA>
C18H20F3N3O3

> <MOLECULAR_WEIGHT>
383.3649

> <EXACT_MASS>
383.145676136

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.0028381935049056504

> <JCHEM_AVERAGE_POLARIZABILITY>
36.07117405643286

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[(2R,5S)-2,5-dimethyl-4-[(2R)-3,3,3-trifluoro-2-hydroxy-2-methylpropanoyl]piperazine-1-carbonyl]benzonitrile

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
1.817068760666668

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.545722306593756

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0630144501328231

> <JCHEM_POLAR_SURFACE_AREA>
84.64000000000001

> <JCHEM_REFRACTIVITY>
91.42120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-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 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE (DB08608)

Structure for 4-({(2R,5S)-2,5-DIMETHYL-4-[(2R)-3,3,3-TRIFLUORO-2-HYDROXY-2-METHYLPROPANOYL]PIPERAZIN-1-YL}CARBONYL)BENZONITRILE (DB08608)