CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL100291 (312)

Formula C₂₇H₃₂O₆S

MW 484.61

InChIKey XWYDNBSCGFPSAZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 69

Rotat_Bonds 9

Unbranched_Chain 4

Chiral_Centers 4

ONatoms 6

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.23

logP 3.9997

PSA 121.52

MR 131.638

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -186.1377

PM7_Total_Energy_ev -5695.22815

PM7_Electronic_Energy_ev -58499.63252

PM7_Dipole_Debye 3.84261

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.568

PM7_LUMO_Energy_ev -0.484

PM7_COSMO_Area_square_ang 420.7

PM7_COSMO_Volue_cubic_ang 580.58

PM7_Electron_Affinity_ev 0.484

PM7_Ionization_Energy_ev 8.568

PM7_Energy_Gap_ev 8.084

PM7_Global_Hardness_ev 4.042

PM7_Global_Softness_ev 0.24740227610094012

PM7_Chemical_Potential_ev -4.526

PM7_Electronigativity_ev 4.526

PM7_Back_Donation_Energy_ev -1.0105

PM7_Electrophilicity_ev 2.533977733795151

OPENEYE_Name (1~{S},2~{S},9~{R},10~{R})-1,2-dihydroxy-9-(2-hydroxyethoxy)-4-methoxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^{3,8}]pentadeca-3(8),4,6,11-tetraen-13-one

SMILES c1ccc(cc1)SC2C3=C(C(=O)CC(C3(C)C)(C(c4c(cccc4OC)C2OCCO)O)O)C

Canonical_SMILES OCCO[C@H]1[C@H](Sc2ccccc2)C2=C(C)C(=O)C[C@](C2(C)C)([C@H](c2c1cccc2OC)O)O

InChI 1/C27H32O6S/c1-16-19(29)15-27(31)25(30)21-18(11-8-12-20(21)32-4)23(33-14-13-28)24(22(16)26(27,2)3)34-17-9-6-5-7-10-17/h5-12,23-25,28,30-31H,13-15H2,1-4H3

InChI_3D 1S/C27H32O6S/c1-16-19(29)15-27(31)25(30)21-18(11-8-12-20(21)32-4)23(33-14-13-28)24(22(16)26(27,2)3)34-17-9-6-5-7-10-17/h5-12,23-25,28,30-31H,13-15H2,1-4H3/t23-,24-,25+,27-/m1/s1

AuxInfo 1/0/N:22,23,24,25,1,2,3,4,7,8,5,6,26,27,16,13,12,9,15,11,10,14,17,19,18,20,21,31,28,29,30,32,33,34/E:(2,3)(6,7)(9,10)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s4;s2;d3;s5;d9;d6s10;d7s8;;d13;s13;s15;s9;s10;s14s17;s14;s16s18s20;s13;s20;s20;;;s26;d15;s18;s21;s26;s11s25;s17s27;s12s19;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s29;s30;s31;/rC:-6.7472,2.1762,0;-6.0954,1.4178,0;-6.4218,3.1218,0;;-.6716,.8195,0;-.3711,-.9901,0;-5.1082,1.6069,0;-5.4346,3.3109,0;-1.7109,.6414,0;-2.082,-.3487,0;-1.4139,-1.1607,0;-4.7727,2.5545,0;-5.0927,1.5358,0;-4.0305,1.5378,0;-5.624,.6197,0;-5.0927,-.2907,0;-2.1482,1.6119,0;-3.0456,-.7883,0;-3.1366,1.9861,0;-3.5101,.6197,0;-4.0342,-.2911,0;-5.5927,2.4018,0;-2.741,1.2588,0;-2.7451,-.0244,0;-1.3962,-3.5715,0;-1.7732,5.3431,0;-1.8732,4.3481,0;-6.624,.6183,0;-2.4375,-1.5822,0;-4.4386,-1.9937,0;-1.6732,6.3381,0;-2.0305,-2.7985,0;-1.9732,3.3531,0;-3.7906,2.7426,0;-7.2383,2.0822,0;-6.2602,.9457,0;-6.7494,3.4996,0;.4933,.0816,0;-.4967,1.2879,0;-.0539,-1.3766,0;-4.7823,1.2277,0;-5.2719,3.7837,0;-5.0052,-.783,0;-5.562,-.4631,0;-1.6547,1.6923,0;-3.3645,-1.1734,0;-2.8502,2.3959,0;-6.0257,2.1519,0;-5.1596,2.6518,0;-5.8427,2.8349,0;-2.4214,.8742,0;-3.0605,1.6434,0;-2.3564,1.5783,0;-2.4231,.3581,0;-3.0672,-.4069,0;-2.3627,-.3464,0;-1.0097,-3.2544,0;-1.7827,-3.8887,0;-1.079,-3.9581,0;-1.2757,5.2931,0;-2.2707,5.3931,0;-2.3707,4.3981,0;-1.3757,4.2981,0;-2.6293,-2.044,0;-4.0751,-2.337,0;-1.2174,6.5435,0;

Duplicates CHEMBL100291

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100291.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100291.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100291.sdf

Formula	C₂₇H₃₂O₆S
MW	484.61
InChIKey	XWYDNBSCGFPSAZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	69
Rotat_Bonds	9
Unbranched_Chain	4
Chiral_Centers	4
ONatoms	6
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.23
logP	3.9997
PSA	121.52
MR	131.638
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-186.1377
PM7_Total_Energy_ev	-5695.22815
PM7_Electronic_Energy_ev	-58499.63252
PM7_Dipole_Debye	3.84261
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.568
PM7_LUMO_Energy_ev	-0.484
PM7_COSMO_Area_square_ang	420.7
PM7_COSMO_Volue_cubic_ang	580.58
PM7_Electron_Affinity_ev	0.484
PM7_Ionization_Energy_ev	8.568
PM7_Energy_Gap_ev	8.084
PM7_Global_Hardness_ev	4.042
PM7_Global_Softness_ev	0.24740227610094012
PM7_Chemical_Potential_ev	-4.526
PM7_Electronigativity_ev	4.526
PM7_Back_Donation_Energy_ev	-1.0105
PM7_Electrophilicity_ev	2.533977733795151
OPENEYE_Name	(1~{S},2~{S},9~{R},10~{R})-1,2-dihydroxy-9-(2-hydroxyethoxy)-4-methoxy-12,15,15-trimethyl-10-phenylsulfanyl-tricyclo[9.3.1.0^{3,8}]pentadeca-3(8),4,6,11-tetraen-13-one
SMILES	c1ccc(cc1)SC2C3=C(C(=O)CC(C3(C)C)(C(c4c(cccc4OC)C2OCCO)O)O)C
Canonical_SMILES	OCCO[C@H]1[C@H](Sc2ccccc2)C2=C(C)C(=O)C[C@](C2(C)C)([C@H](c2c1cccc2OC)O)O
InChI	1/C27H32O6S/c1-16-19(29)15-27(31)25(30)21-18(11-8-12-20(21)32-4)23(33-14-13-28)24(22(16)26(27,2)3)34-17-9-6-5-7-10-17/h5-12,23-25,28,30-31H,13-15H2,1-4H3
InChI_3D	1S/C27H32O6S/c1-16-19(29)15-27(31)25(30)21-18(11-8-12-20(21)32-4)23(33-14-13-28)24(22(16)26(27,2)3)34-17-9-6-5-7-10-17/h5-12,23-25,28,30-31H,13-15H2,1-4H3/t23-,24-,25+,27-/m1/s1
AuxInfo	1/0/N:22,23,24,25,1,2,3,4,7,8,5,6,26,27,16,13,12,9,15,11,10,14,17,19,18,20,21,31,28,29,30,32,33,34/E:(2,3)(6,7)(9,10)/rA:66cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s4;s2;d3;s5;d9;d6s10;d7s8;;d13;s13;s15;s9;s10;s14s17;s14;s16s18s20;s13;s20;s20;;;s26;d15;s18;s21;s26;s11s25;s17s27;s12s19;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s24;s25;s25;s25;s26;s26;s27;s27;s29;s30;s31;/rC:-6.7472,2.1762,0;-6.0954,1.4178,0;-6.4218,3.1218,0;;-.6716,.8195,0;-.3711,-.9901,0;-5.1082,1.6069,0;-5.4346,3.3109,0;-1.7109,.6414,0;-2.082,-.3487,0;-1.4139,-1.1607,0;-4.7727,2.5545,0;-5.0927,1.5358,0;-4.0305,1.5378,0;-5.624,.6197,0;-5.0927,-.2907,0;-2.1482,1.6119,0;-3.0456,-.7883,0;-3.1366,1.9861,0;-3.5101,.6197,0;-4.0342,-.2911,0;-5.5927,2.4018,0;-2.741,1.2588,0;-2.7451,-.0244,0;-1.3962,-3.5715,0;-1.7732,5.3431,0;-1.8732,4.3481,0;-6.624,.6183,0;-2.4375,-1.5822,0;-4.4386,-1.9937,0;-1.6732,6.3381,0;-2.0305,-2.7985,0;-1.9732,3.3531,0;-3.7906,2.7426,0;-7.2383,2.0822,0;-6.2602,.9457,0;-6.7494,3.4996,0;.4933,.0816,0;-.4967,1.2879,0;-.0539,-1.3766,0;-4.7823,1.2277,0;-5.2719,3.7837,0;-5.0052,-.783,0;-5.562,-.4631,0;-1.6547,1.6923,0;-3.3645,-1.1734,0;-2.8502,2.3959,0;-6.0257,2.1519,0;-5.1596,2.6518,0;-5.8427,2.8349,0;-2.4214,.8742,0;-3.0605,1.6434,0;-2.3564,1.5783,0;-2.4231,.3581,0;-3.0672,-.4069,0;-2.3627,-.3464,0;-1.0097,-3.2544,0;-1.7827,-3.8887,0;-1.079,-3.9581,0;-1.2757,5.2931,0;-2.2707,5.3931,0;-2.3707,4.3981,0;-1.3757,4.2981,0;-2.6293,-2.044,0;-4.0751,-2.337,0;-1.2174,6.5435,0;
Duplicates	CHEMBL100291
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100291.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100291.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000100250-0000100499/CHEMBL100291.sdf