3D structure for (5S,8R,9S,10S,13R,14S,17S)-13-{2-[(3,5-DIFLUOROBENZYL)OXY]ETHYL}-17-HYDROXY-10-METHYLHEXADECAHYDRO-3H-CYCLOPENTA[A]PHENANTHREN-3-ONE (DB07717)

16750073
  -OEChem-10051721073D

68 72  0     1  0  0  0  0  0999 V2000
    5.5489   -4.0314   -0.6438 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.9494    0.0440   -0.8774 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.0689    4.1346    1.0765 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6473    0.4859    0.3270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9635   -3.2475    0.3190 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3720    1.1150   -0.8145 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8118    2.4902   -0.4361 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7822    0.3662    0.4952 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5754    2.3973    0.4789 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4170   -1.0436    0.1932 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6313    0.3418    1.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026    1.7246    1.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6230   -0.8199   -0.7769 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5605    1.2404   -1.7770 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2425    3.8965    0.6029 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3651    3.4420   -1.5429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2126   -0.1074   -2.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4424    4.4430   -0.8243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6244    1.6277   -0.1302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9876   -1.6713    1.4976 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3619   -2.0089   -0.4021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3951   -2.1058   -1.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7882   -2.9520    1.2722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8342   -2.7731    0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5648    1.1597    0.9539 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5776   -0.0082    1.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6934   -0.7069    0.5612 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8246    0.0078    0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6000   -2.0714    0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6379   -2.7211   -0.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8624   -0.6419   -0.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7691   -2.0062   -0.7750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6050    0.5421   -1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6116    3.0179    0.1103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5790    0.9701    0.9587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0084   -0.0281    2.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8598   -0.3619    1.2153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7819    2.3451    2.2567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2211    1.6857    2.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3315   -0.1526   -0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2342    1.6878   -2.7231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3129    1.9172   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9434    4.3920    1.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8101    2.9107   -2.3244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2111    3.9482   -2.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5298   -0.7325   -2.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0961    0.0600   -2.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5059    4.5551   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9033    5.4364   -0.7832 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729    2.2297   -0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3066    0.7420   -0.6882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1805   -1.8976    2.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6392   -0.9383    1.9922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7958   -2.9673   -0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5796   -2.2414    0.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -1.6009   -1.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8034   -2.8184   -1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2918   -1.8672   -1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2880   -3.2345    2.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1379   -3.7832    0.9820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9649    1.9854    1.5480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1102    0.4283    1.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2227    5.0940    1.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0812   -0.7049    1.9684 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9771    0.8189    1.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9085    1.0714    0.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7232   -2.6390    0.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5773   -2.5121   -1.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 30  1  0  0  0  0
  2 31  1  0  0  0  0
  3 15  1  0  0  0  0
  3 63  1  0  0  0  0
  4 25  1  0  0  0  0
  4 26  1  0  0  0  0
  5 24  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 14  1  0  0  0  0
  6 33  1  0  0  0  0
  7  9  1  0  0  0  0
  7 16  1  0  0  0  0
  7 34  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  8 35  1  0  0  0  0
  9 12  1  0  0  0  0
  9 15  1  0  0  0  0
  9 19  1  0  0  0  0
 10 13  1  0  0  0  0
 10 20  1  0  0  0  0
 10 21  1  0  0  0  0
 11 12  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 12 38  1  0  0  0  0
 12 39  1  0  0  0  0
 13 17  1  0  0  0  0
 13 22  1  0  0  0  0
 13 40  1  0  0  0  0
 14 17  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 15 18  1  0  0  0  0
 15 43  1  0  0  0  0
 16 18  1  0  0  0  0
 16 44  1  0  0  0  0
 16 45  1  0  0  0  0
 17 46  1  0  0  0  0
 17 47  1  0  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 25  1  0  0  0  0
 19 50  1  0  0  0  0
 19 51  1  0  0  0  0
 20 23  1  0  0  0  0
 20 52  1  0  0  0  0
 20 53  1  0  0  0  0
 21 54  1  0  0  0  0
 21 55  1  0  0  0  0
 21 56  1  0  0  0  0
 22 24  1  0  0  0  0
 22 57  1  0  0  0  0
 22 58  1  0  0  0  0
 23 24  1  0  0  0  0
 23 59  1  0  0  0  0
 23 60  1  0  0  0  0
 25 61  1  0  0  0  0
 25 62  1  0  0  0  0
 26 27  1  0  0  0  0
 26 64  1  0  0  0  0
 26 65  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 28 31  1  0  0  0  0
 28 66  1  0  0  0  0
 29 30  2  0  0  0  0
 29 67  1  0  0  0  0
 30 32  1  0  0  0  0
 31 32  2  0  0  0  0
 32 68  1  0  0  0  0
M  END
> <DATABASE_ID>
DB07717

> <DATABASE_NAME>
drugbank

> <ORIGINAL_SOURCE>
PUBCHEM

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

> <SMILES>
[H][C@]1(O)CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12CCOCC1=CC(F)=CC(F)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H36F2O3/c1-26-8-6-21(30)14-18(26)2-3-22-23(26)7-9-27(24(22)4-5-25(27)31)10-11-32-16-17-12-19(28)15-20(29)13-17/h12-13,15,18,22-25,31H,2-11,14,16H2,1H3/t18-,22+,23-,24-,25-,26-,27+/m0/s1

> <INCHI_KEY>
AJODXHGZHBERGJ-JLYQOUBASA-N

> <FORMULA>
C27H36F2O3

> <MOLECULAR_WEIGHT>
446.5697

> <EXACT_MASS>
446.263251428

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-2.0283145658728037e-08

> <JCHEM_AVERAGE_POLARIZABILITY>
48.829045752898544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,3aS,3bR,5aS,9aS,9bS,11aR)-11a-{2-[(3,5-difluorophenyl)methoxy]ethyl}-1-hydroxy-9a-methyl-hexadecahydro-1H-cyclopenta[a]phenanthren-7-one

> <ALOGPS_LOGP>
4.39

> <JCHEM_LOGP>
5.072151174666665

> <ALOGPS_LOGS>
-5.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.690241702557225

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9342882793014686

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
119.92939999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.55e-03 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 (5S,8R,9S,10S,13R,14S,17S)-13-{2-[(3,5-DIFLUOROBENZYL)OXY]ETHYL}-17-HYDROXY-10-METHYLHEXADECAHYDRO-3H-CYCLOPENTA[A]PHENANTHREN-3-ONE (DB07717)

Structure for (5S,8R,9S,10S,13R,14S,17S)-13-{2-[(3,5-DIFLUOROBENZYL)OXY]ETHYL}-17-HYDROXY-10-METHYLHEXADECAHYDRO-3H-CYCLOPENTA[A]PHENANTHREN-3-ONE (DB07717)