3D structure for 21-chloro-17-alpha-hydroxy-16-alpha-methyl-9-beta,11beta-oxidopregna-1,4-diene-3,20-dione 17-(2-furoate)

121230995
  -OEChem-04081916213D

63 68  0     1  0  0  0  0  0999 V2000
   -4.7167    0.7377    2.7787 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.0612    2.3600    0.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9156   -0.2218   -0.1680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1627    2.1511    0.2331 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0593   -3.3764    0.6664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2064   -0.4274   -0.2642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9100   -3.2072   -0.2207 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2397    1.0905    0.2980 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4116    0.9090   -0.9711 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6941    1.8633    0.2884 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1909    1.8643   -1.0115 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4400    1.2357    1.5775 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0482    1.1225    1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7039    0.5770    0.2874 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0272    1.1974   -0.1891 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7640    1.5416   -2.1832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820    1.7006   -1.6318 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3014    1.1043   -2.2098 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9303    3.3432    0.7087 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -0.3867   -0.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4772    0.1219   -2.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6857    1.7620    0.0969 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1198   -0.0826    1.5973 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2009    1.5320    0.6855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    0.9628   -2.4893 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3194   -1.6528   -0.7616 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5531   -1.3393    1.7327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1067    1.0620    2.1190 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6742   -2.2174    0.5557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0873   -0.9133   -0.2104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8353   -2.3762   -0.1824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6668   -3.0999   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0481   -4.4629   -0.1264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4224   -4.4750   -0.1862 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0391   -0.1253   -0.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755    2.8814   -1.1753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257    0.8881    2.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2617    0.0490    1.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4596    1.4866    2.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    2.2118   -3.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084    0.5164   -2.5414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4477    2.7652   -1.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6904    2.1305   -2.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7227    0.9942   -3.1341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4106    3.9256   -0.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0146    3.8469    0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5536    3.4304    1.6027 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3314    0.6078   -2.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1925   -0.7227   -2.8958 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4408    2.3699   -0.7799 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7194    1.4134   -0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6705    2.4400    0.9596 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0787    0.5286    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9742   -0.0975   -2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1992    1.3959   -3.4976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2260    1.0837   -2.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4128   -2.3138   -1.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8361   -1.7377    2.7000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599    1.8433    2.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380    0.1386    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6624   -2.7023   -0.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4022   -5.3281   -0.0893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1627   -5.2612   -0.2104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  2  8  1  0  0  0  0
  2 12  1  0  0  0  0
  3 15  1  0  0  0  0
  3 30  1  0  0  0  0
  4 24  2  0  0  0  0
  5 29  2  0  0  0  0
  6 30  2  0  0  0  0
  7 31  1  0  0  0  0
  7 34  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  8 14  1  0  0  0  0
  9 11  1  0  0  0  0
  9 18  1  0  0  0  0
  9 35  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 10 15  1  0  0  0  0
 10 19  1  0  0  0  0
 11 16  1  0  0  0  0
 11 36  1  0  0  0  0
 12 13  1  0  0  0  0
 12 37  1  0  0  0  0
 13 38  1  0  0  0  0
 13 39  1  0  0  0  0
 14 20  1  0  0  0  0
 14 22  1  0  0  0  0
 14 23  1  0  0  0  0
 15 17  1  0  0  0  0
 15 24  1  0  0  0  0
 16 17  1  0  0  0  0
 16 40  1  0  0  0  0
 16 41  1  0  0  0  0
 17 25  1  0  0  0  0
 17 42  1  0  0  0  0
 18 21  1  0  0  0  0
 18 43  1  0  0  0  0
 18 44  1  0  0  0  0
 19 45  1  0  0  0  0
 19 46  1  0  0  0  0
 19 47  1  0  0  0  0
 20 21  1  0  0  0  0
 20 26  2  0  0  0  0
 21 48  1  0  0  0  0
 21 49  1  0  0  0  0
 22 50  1  0  0  0  0
 22 51  1  0  0  0  0
 22 52  1  0  0  0  0
 23 27  2  0  0  0  0
 23 53  1  0  0  0  0
 24 28  1  0  0  0  0
 25 54  1  0  0  0  0
 25 55  1  0  0  0  0
 25 56  1  0  0  0  0
 26 29  1  0  0  0  0
 26 57  1  0  0  0  0
 27 29  1  0  0  0  0
 27 58  1  0  0  0  0
 28 59  1  0  0  0  0
 28 60  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 61  1  0  0  0  0
 33 34  2  0  0  0  0
 33 62  1  0  0  0  0
 34 63  1  0  0  0  0
M  END
> <DATABASE_ID>
DBMET02362

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H]C12CCC3=CC(=O)C=C[C@]3(C)[C@@]11O[C@H]1C[C@@]1(C)C2C[C@@H](C)[C@]1(OC(=O)C1=CC=CO1)C(=O)CCl

> <INCHI_IDENTIFIER>
InChI=1S/C27H29ClO6/c1-15-11-19-18-7-6-16-12-17(29)8-9-24(16,2)27(18)22(33-27)13-25(19,3)26(15,21(30)14-28)34-23(31)20-5-4-10-32-20/h4-5,8-10,12,15,18-19,22H,6-7,11,13-14H2,1-3H3/t15-,18?,19?,22+,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
PGAGVJAYRDPYKY-HXTAIUBQSA-N

> <FORMULA>
C27H29ClO6

> <MOLECULAR_WEIGHT>
484.97

> <EXACT_MASS>
484.1652664

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
49.06894223670463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,13R,14R,15S,17S)-14-(2-chloroacetyl)-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^{1,17}.0^{2,7}.0^{11,15}]octadeca-3,6-dien-14-yl furan-2-carboxylate

> <ALOGPS_LOGP>
4.07

> <JCHEM_LOGP>
4.862319826666667

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
17.99933152388078

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.128792871132468

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0659227842904455

> <JCHEM_POLAR_SURFACE_AREA>
86.11

> <JCHEM_REFRACTIVITY>
125.93879999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3aS,3bS,5R,9aS,9bR,10S,11aS)-9b-chloro-1-(2-chloroacetyl)-5,10-dihydroxy-2,9a,11a-trimethyl-7-oxo-2H,3H,3aH,3bH,4H,5H,10H,11H-cyclopenta[a]phenanthren-1-yl furan-2-carboxylate

> <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 21-chloro-17-alpha-hydroxy-16-alpha-methyl-9-beta,11beta-oxidopregna-1,4-diene-3,20-dione 17-(2-furoate)

Structure for 21-chloro-17-alpha-hydroxy-16-alpha-methyl-9-beta,11beta-oxidopregna-1,4-diene-3,20-dione 17-(2-furoate)