CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08906 (8528)

Formula C₂₇H₂₉F₃O₆S

MW 538.58

InChIKey XTULMSXFIHGYFS-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 37

Number_Rings 5

Number_Bonds 70

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 9

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 1

XLogP3 0

XLogP 4.02

logP 4.9268

PSA 119.11

MR 130.392

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -311.25952

PM7_Total_Energy_ev -7051.50749

PM7_Electronic_Energy_ev -67727.69073

PM7_Dipole_Debye 2.90768

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.508

PM7_LUMO_Energy_ev -1.085

PM7_COSMO_Area_square_ang 448.95

PM7_COSMO_Volue_cubic_ang 599.54

PM7_Electron_Affinity_ev 1.085

PM7_Ionization_Energy_ev 9.508

PM7_Energy_Gap_ev 8.423

PM7_Global_Hardness_ev 4.2115

PM7_Global_Softness_ev 0.23744509082274723

PM7_Chemical_Potential_ev -5.2965

PM7_Electronigativity_ev 5.2965

PM7_Back_Donation_Energy_ev -1.052875

PM7_Electrophilicity_ev 3.3305131485219044

OPENEYE_Name [(6~{S},8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{R},17~{R})-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate

SMILES c1cc(oc1)C(=O)OC2(C(CC3C2(CC(C4(C3CC(C5=CC(=O)C=CC54C)F)F)O)C)C)C(=O)SCF

Canonical_SMILES FCSC(=O)[C@@]1(OC(=O)c2ccco2)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F

InChI 1/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3

InChI_3D 1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1

AuxInfo 1/0/N:24,25,26,1,2,5,7,3,13,6,12,14,27,18,9,17,16,8,15,4,19,10,11,20,22,23,21,36,34,35,28,32,29,30,31,33,37/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;;d5;d6;s5s6;s4;;;;;s8s12;s12;s13s16;s13;s14;s7s8;s11s18;s14s17s21;s16s19s20;s18;s20;s22;;d9;d10;d11;s3s4;s19;s10s21;s15;s23;s27;s11s27;s1;s2;s3;s5;s6;s7;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;7.269,6.6135,0;8.3332,5.2421,0;6.471,6.0017,0;7.5441,4.6253,0;8.2001,6.2337,0;2.2648,1.2595,0;2.6125,4.0947,0;6.8857,3.0171,0;4.505,1.1621,0;4.0882,4.1586,0;7.6788,3.6344,0;5.9549,3.3956,0;5.1615,2.7777,0;3.5692,1.5424,0;4.8865,4.7809,0;6.6135,5.0062,0;3.4256,2.545,0;4.2258,3.1579,0;5.8175,4.3963,0;3.2047,-.1692,0;7.4021,5.6211,0;4.3592,2.1668,0;1.1488,5.0206,0;8.9911,6.8456,0;3.007,.5893,0;3.1471,4.9398,0;.5008,1.5426,0;5.4211,5.626,0;2.4741,2.2373,0;8.1458,2.7502,0;6.7423,4.0159,0;.6842,5.9062,0;1.6133,4.1351,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;7.2025,7.109,0;8.7962,5.0534,0;6.008,6.1905,0;6.6199,2.5936,0;7.2566,2.6818,0;4.3168,.6989,0;4.9683,.9739,0;3.8543,4.6005,0;3.6124,4.0053,0;8.1549,3.7872,0;5.4917,3.584,0;5.5603,2.476,0;3.0695,1.5593,0;4.516,5.1167,0;2.7156,-.065,0;3.6937,-.2734,0;3.1005,-.6582,0;7.0947,6.0154,0;7.7095,5.2268,0;7.7964,5.9285,0;3.8637,2.1001,0;4.8547,2.2335,0;4.4259,1.6713,0;1.5915,5.2529,0;.706,4.7883,0;5.1888,6.0687,0;

Duplicates DB08906

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08906.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08906.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08906.sdf

Formula	C₂₇H₂₉F₃O₆S
MW	538.58
InChIKey	XTULMSXFIHGYFS-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	37
Number_Rings	5
Number_Bonds	70
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	9
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	1
XLogP3	0
XLogP	4.02
logP	4.9268
PSA	119.11
MR	130.392
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-311.25952
PM7_Total_Energy_ev	-7051.50749
PM7_Electronic_Energy_ev	-67727.69073
PM7_Dipole_Debye	2.90768
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.508
PM7_LUMO_Energy_ev	-1.085
PM7_COSMO_Area_square_ang	448.95
PM7_COSMO_Volue_cubic_ang	599.54
PM7_Electron_Affinity_ev	1.085
PM7_Ionization_Energy_ev	9.508
PM7_Energy_Gap_ev	8.423
PM7_Global_Hardness_ev	4.2115
PM7_Global_Softness_ev	0.23744509082274723
PM7_Chemical_Potential_ev	-5.2965
PM7_Electronigativity_ev	5.2965
PM7_Back_Donation_Energy_ev	-1.052875
PM7_Electrophilicity_ev	3.3305131485219044
OPENEYE_Name	[(6~{S},8~{S},9~{R},10~{S},11~{S},13~{S},14~{S},16~{R},17~{R})-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate
SMILES	c1cc(oc1)C(=O)OC2(C(CC3C2(CC(C4(C3CC(C5=CC(=O)C=CC54C)F)F)O)C)C)C(=O)SCF
Canonical_SMILES	FCSC(=O)[C@@]1(OC(=O)c2ccco2)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2C[C@@H](C2=CC(=O)C=C[C@]12C)F)F
InChI	1/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3
InChI_3D	1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1
AuxInfo	1/0/N:24,25,26,1,2,5,7,3,13,6,12,14,27,18,9,17,16,8,15,4,19,10,11,20,22,23,21,36,34,35,28,32,29,30,31,33,37/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d1;d2;;;d5;d6;s5s6;s4;;;;;s8s12;s12;s13s16;s13;s14;s7s8;s11s18;s14s17s21;s16s19s20;s18;s20;s22;;d9;d10;d11;s3s4;s19;s10s21;s15;s23;s27;s11s27;s1;s2;s3;s5;s6;s7;s12;s12;s13;s13;s14;s14;s15;s16;s17;s18;s19;s24;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s32;/rC:;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;7.269,6.6135,0;8.3332,5.2421,0;6.471,6.0017,0;7.5441,4.6253,0;8.2001,6.2337,0;2.2648,1.2595,0;2.6125,4.0947,0;6.8857,3.0171,0;4.505,1.1621,0;4.0882,4.1586,0;7.6788,3.6344,0;5.9549,3.3956,0;5.1615,2.7777,0;3.5692,1.5424,0;4.8865,4.7809,0;6.6135,5.0062,0;3.4256,2.545,0;4.2258,3.1579,0;5.8175,4.3963,0;3.2047,-.1692,0;7.4021,5.6211,0;4.3592,2.1668,0;1.1488,5.0206,0;8.9911,6.8456,0;3.007,.5893,0;3.1471,4.9398,0;.5008,1.5426,0;5.4211,5.626,0;2.4741,2.2373,0;8.1458,2.7502,0;6.7423,4.0159,0;.6842,5.9062,0;1.6133,4.1351,0;-.2944,-.4041,0;1.2949,-.4049,0;-.7821,1.1061,0;7.2025,7.109,0;8.7962,5.0534,0;6.008,6.1905,0;6.6199,2.5936,0;7.2566,2.6818,0;4.3168,.6989,0;4.9683,.9739,0;3.8543,4.6005,0;3.6124,4.0053,0;8.1549,3.7872,0;5.4917,3.584,0;5.5603,2.476,0;3.0695,1.5593,0;4.516,5.1167,0;2.7156,-.065,0;3.6937,-.2734,0;3.1005,-.6582,0;7.0947,6.0154,0;7.7095,5.2268,0;7.7964,5.9285,0;3.8637,2.1001,0;4.8547,2.2335,0;4.4259,1.6713,0;1.5915,5.2529,0;.706,4.7883,0;5.1888,6.0687,0;
Duplicates	DB08906
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08906.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08906.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08906.sdf