3D structure for (2S,3S)-3-{3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl}-1-cyclopentylidene-4-cyclopropyl-1-fluorobutan-2-amine (DB06994)

24768547
  -OEChem-10051720543D

55 58  0     1  0  0  0  0  0999 V2000
    1.2954   -1.6657    1.5474 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3146   -0.1955    0.2202 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6552   -1.3808    2.0899 F   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5147    0.6745   -1.3126 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9530    1.0632   -0.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5862   -0.8007    1.5169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0353    0.2902    1.4045 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3868    0.8784    0.6116 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1769    0.3886   -1.6131 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7031    3.8270    0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8801    5.0772   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    4.2621   -0.5742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5293    2.6150    0.0490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9178    1.3023    0.6035 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8788    0.0727    0.5226 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5506    0.9526    0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2258   -1.2424    0.8698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1614   -2.2849    0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5161   -3.6016    0.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7252   -2.2993   -1.3576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4427   -4.2937   -0.9941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6667   -3.7746   -1.7361 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4248    0.5294   -0.4282 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8340    0.3291   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3352   -0.6385    0.6219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7105    1.1352   -0.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5897    0.0061    0.0401 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7131   -0.8001    0.7663 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0884    0.9736   -0.8306 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7498   -1.3993   -1.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5298    3.9458    1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8071    6.0272    0.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5833    5.0676   -1.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4904    3.7168   -1.4997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7142    4.6617   -0.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674    2.5227   -1.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5220    2.7862    0.4769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7180    1.4785    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2661    0.0461   -0.5021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -3.4910    0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1572   -4.1719    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7550   -1.9355   -1.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0886   -1.7132   -2.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5274   -3.9986   -1.5224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4439   -5.3839   -0.9023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5681   -4.2939   -1.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5894   -3.9210   -2.8176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5449    1.1236    1.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6946   -0.4802    1.2921 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3414    1.8974   -1.6578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0993   -1.5602    1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7524    1.6080   -1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4865   -1.0089   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2150   -2.3285   -0.8092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8271   -1.5691   -0.9575 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  2  0  0  0  0
  2 27  1  0  0  0  0
  2 30  1  0  0  0  0
  3 17  1  0  0  0  0
  4  9  1  0  0  0  0
  4 16  1  0  0  0  0
  7 15  1  0  0  0  0
  7 48  1  0  0  0  0
  7 49  1  0  0  0  0
  8 16  2  0  0  0  0
  8 23  1  0  0  0  0
  9 23  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 31  1  0  0  0  0
 11 12  1  0  0  0  0
 11 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 14  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 38  1  0  0  0  0
 15 17  1  0  0  0  0
 15 39  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 40  1  0  0  0  0
 19 41  1  0  0  0  0
 20 22  1  0  0  0  0
 20 42  1  0  0  0  0
 20 43  1  0  0  0  0
 21 22  1  0  0  0  0
 21 44  1  0  0  0  0
 21 45  1  0  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
 25 28  1  0  0  0  0
 26 29  2  0  0  0  0
 26 50  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 28 51  1  0  0  0  0
 29 52  1  0  0  0  0
 30 53  1  0  0  0  0
 30 54  1  0  0  0  0
 30 55  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06994

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@@](N)(C(F)=C1CCCC1)[C@]([H])(CC1CC1)C1=NC(=NO1)C1=CC=C(C=C1Cl)S(C)(=O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H25ClFN3O3S/c1-30(27,28)14-8-9-15(17(22)11-14)20-25-21(29-26-20)16(10-12-6-7-12)19(24)18(23)13-4-2-3-5-13/h8-9,11-12,16,19H,2-7,10,24H2,1H3/t16-,19-/m0/s1

> <INCHI_KEY>
XCCSSVMRGIQMGF-LPHOPBHVSA-N

> <FORMULA>
C21H25ClFN3O3S

> <MOLECULAR_WEIGHT>
453.958

> <EXACT_MASS>
453.128918283

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.7819322071526588

> <JCHEM_AVERAGE_POLARIZABILITY>
46.63388292223287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3S)-3-[3-(2-chloro-4-methanesulfonylphenyl)-1,2,4-oxadiazol-5-yl]-1-cyclopentylidene-4-cyclopropyl-1-fluorobutan-2-amine

> <ALOGPS_LOGP>
3.65

> <JCHEM_LOGP>
3.6384816210000004

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.154661832818025

> <JCHEM_PKA_STRONGEST_BASIC>
7.554577572725514

> <JCHEM_POLAR_SURFACE_AREA>
99.07999999999998

> <JCHEM_REFRACTIVITY>
126.23229999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

$$$$

Similar Structures

Viewer powered by 3dmol.js

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,3S)-3-{3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl}-1-cyclopentylidene-4-cyclopropyl-1-fluorobutan-2-amine (DB06994)

Structure for (2S,3S)-3-{3-[2-chloro-4-(methylsulfonyl)phenyl]-1,2,4-oxadiazol-5-yl}-1-cyclopentylidene-4-cyclopropyl-1-fluorobutan-2-amine (DB06994)