CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00444 (454)

Formula C₃₂H₃₂O₁₃S

MW 656.66

InChIKey NRUKOCRGYNPUPR-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 78

Number_Heavy_Atoms 46

Number_Rings 8

Number_Bonds 85

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 13

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP 2.1

logP 2.7529

PSA 189.07

MR 156.665

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -398.37212

PM7_Total_Energy_ev -8374.69282

PM7_Electronic_Energy_ev -86498.30704

PM7_Dipole_Debye 4.06547

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.577

PM7_LUMO_Energy_ev -0.844

PM7_COSMO_Area_square_ang 573.45

PM7_COSMO_Volue_cubic_ang 708.08

PM7_Electron_Affinity_ev 0.844

PM7_Ionization_Energy_ev 8.577

PM7_Energy_Gap_ev 7.733

PM7_Global_Hardness_ev 3.8665

PM7_Global_Softness_ev 0.258631837579206

PM7_Chemical_Potential_ev -4.7105

PM7_Electronigativity_ev 4.7105

PM7_Back_Donation_Energy_ev -0.966625

PM7_Electrophilicity_ev 2.8693663843269106

OPENEYE_Name (5~{S},5~{a}~{R},8~{a}~{R},9~{R})-5-[[(2~{R},4~{a}~{R},6~{R},7~{R},8~{R},8~{a}~{S})-7,8-dihydroxy-2-(2-thienyl)-4,4~{a},6,7,8,8~{a}-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5~{a},6,8~{a},9-tetrahydro-5~{H}-isobenzofuro[5,6-f][1,3]benzodioxol-8-one

SMILES c1cc(sc1)C2OCC3C(O2)C(C(C(O3)OC4c5cc6c(cc5C(C7C4COC7=O)c8cc(c(c(c8)OC)O)OC)OCO6)O)O

Canonical_SMILES COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@@H](c2c1cc1OCOc1c2)O[C@@H]1O[C@@H]2CO[C@H](O[C@H]2[C@@H]([C@H]1O)O)c1cccs1

InChI 1/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3

InChI_3D 1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1

AuxInfo 1/0/N:31,32,1,2,7,5,6,3,4,18,19,20,10,8,9,25,11,12,13,14,26,16,21,24,15,28,29,22,27,17,23,30,40,41,42,33,43,44,36,37,34,35,39,45,38,46/E:(1,2)(6,7)(19,20)(37,38)/rA:78cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;;;;d1;d3;d4s8;d5s6;s3;s4d11;s5;d6;d13s14;d2;;;;;s8s10;s9;s16;s17s21;s18s22s24;s19;s26;s27;s28;s29;;;d17;s11s20;s12s20;s17s18;s19s23;s23s27;s26s30;s15;s28;s29;s13s31;s14s32;s22s30;s7s16;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s31;s31;s32;s32;s32;s40;s41;s42;/rC:-8.8088,8.2782,0;-8.432,7.3503,0;-2.4289,-.9912,0;-2.4204,1.0264,0;-6.2693,-2.1528,0;-4.9383,-3.2658,0;-8.0422,8.9203,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2846,-2.3277,0;-1.5555,-.4928,0;-1.5481,.5155,0;-6.9141,-2.9239,0;-5.5831,-4.0369,0;-6.5743,-3.8699,0;-7.4328,7.4195,0;-5.9975,-.7992,0;-5.9974,.8422,0;-7.6603,5.1516,0;;-4.162,-.9852,0;-4.162,1.0324,0;-6.7898,6.6536,0;-5.0327,-.4858,0;-5.0327,.5285,0;-6.7954,4.6464,0;-5.9243,5.149,0;-5.0536,4.6515,0;-5.0559,3.6438,0;-5.927,3.1412,0;-8.2395,-1.8089,0;-5.876,-5.744,0;-6.3065,-1.7503,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-7.6615,6.1522,0;-5.9169,6.1545,0;-6.7957,3.6464,0;-7.2158,-4.637,0;-4.7136,5.5919,0;-3.332,3.9448,0;-7.8987,-2.749,0;-5.2368,-4.975,0;-4.8038,1.7992,0;-7.1911,8.3945,0;-9.294,8.3989,0;-8.6967,6.9261,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-6.4404,-1.683,0;-4.4456,-3.3511,0;-8.0781,9.419,0;-6.4304,1.0922,0;-5.794,1.2989,0;-7.8327,4.6823,0;-8.1526,5.2389,0;.374,.3319,0;.3691,-.3373,0;-3.8404,-1.3681,0;-3.8393,1.4143,0;-6.4692,7.0374,0;-4.6,-.2352,0;-5.4372,.2347,0;-6.794,5.1464,0;-5.9232,4.649,0;-4.5612,4.5646,0;-4.8854,3.1738,0;-6.2493,2.7589,0;-7.7694,-1.6385,0;-8.4099,-1.3388,0;-8.7096,-1.9793,0;-5.4915,-6.0636,0;-6.1956,-6.1285,0;-6.2605,-5.4244,0;-7.7084,-4.551,0;-4.2214,5.6799,0;-3.0113,3.5613,0;

Duplicates DB00444

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00444.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00444.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00444.sdf

Formula	C₃₂H₃₂O₁₃S
MW	656.66
InChIKey	NRUKOCRGYNPUPR-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	78
Number_Heavy_Atoms	46
Number_Rings	8
Number_Bonds	85
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	13
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	2.1
logP	2.7529
PSA	189.07
MR	156.665
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-398.37212
PM7_Total_Energy_ev	-8374.69282
PM7_Electronic_Energy_ev	-86498.30704
PM7_Dipole_Debye	4.06547
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.577
PM7_LUMO_Energy_ev	-0.844
PM7_COSMO_Area_square_ang	573.45
PM7_COSMO_Volue_cubic_ang	708.08
PM7_Electron_Affinity_ev	0.844
PM7_Ionization_Energy_ev	8.577
PM7_Energy_Gap_ev	7.733
PM7_Global_Hardness_ev	3.8665
PM7_Global_Softness_ev	0.258631837579206
PM7_Chemical_Potential_ev	-4.7105
PM7_Electronigativity_ev	4.7105
PM7_Back_Donation_Energy_ev	-0.966625
PM7_Electrophilicity_ev	2.8693663843269106
OPENEYE_Name	(5~{S},5~{a}~{R},8~{a}~{R},9~{R})-5-[[(2~{R},4~{a}~{R},6~{R},7~{R},8~{R},8~{a}~{S})-7,8-dihydroxy-2-(2-thienyl)-4,4~{a},6,7,8,8~{a}-hexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-9-(4-hydroxy-3,5-dimethoxy-phenyl)-5~{a},6,8~{a},9-tetrahydro-5~{H}-isobenzofuro[5,6-f][1,3]benzodioxol-8-one
SMILES	c1cc(sc1)C2OCC3C(O2)C(C(C(O3)OC4c5cc6c(cc5C(C7C4COC7=O)c8cc(c(c(c8)OC)O)OC)OCO6)O)O
Canonical_SMILES	COc1cc(cc(c1O)OC)[C@H]1[C@H]2C(=O)OC[C@@H]2[C@@H](c2c1cc1OCOc1c2)O[C@@H]1O[C@@H]2CO[C@H](O[C@H]2[C@@H]([C@H]1O)O)c1cccs1
InChI	1/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3
InChI_3D	1S/C32H32O13S/c1-37-19-6-13(7-20(38-2)25(19)33)23-14-8-17-18(42-12-41-17)9-15(14)28(16-10-39-30(36)24(16)23)44-32-27(35)26(34)29-21(43-32)11-40-31(45-29)22-4-3-5-46-22/h3-9,16,21,23-24,26-29,31-35H,10-12H2,1-2H3/t16-,21+,23+,24-,26+,27+,28+,29+,31+,32-/m0/s1
AuxInfo	1/0/N:31,32,1,2,7,5,6,3,4,18,19,20,10,8,9,25,11,12,13,14,26,16,21,24,15,28,29,22,27,17,23,30,40,41,42,33,43,44,36,37,34,35,39,45,38,46/E:(1,2)(6,7)(19,20)(37,38)/rA:78cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;;;;d1;d3;d4s8;d5s6;s3;s4d11;s5;d6;d13s14;d2;;;;;s8s10;s9;s16;s17s21;s18s22s24;s19;s26;s27;s28;s29;;;d17;s11s20;s12s20;s17s18;s19s23;s23s27;s26s30;s15;s28;s29;s13s31;s14s32;s22s30;s7s16;s1;s2;s3;s4;s5;s6;s7;s18;s18;s19;s19;s20;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s31;s31;s32;s32;s32;s40;s41;s42;/rC:-8.8088,8.2782,0;-8.432,7.3503,0;-2.4289,-.9912,0;-2.4204,1.0264,0;-6.2693,-2.1528,0;-4.9383,-3.2658,0;-8.0422,8.9203,0;-3.2957,-.4858,0;-3.2914,.523,0;-5.2846,-2.3277,0;-1.5555,-.4928,0;-1.5481,.5155,0;-6.9141,-2.9239,0;-5.5831,-4.0369,0;-6.5743,-3.8699,0;-7.4328,7.4195,0;-5.9975,-.7992,0;-5.9974,.8422,0;-7.6603,5.1516,0;;-4.162,-.9852,0;-4.162,1.0324,0;-6.7898,6.6536,0;-5.0327,-.4858,0;-5.0327,.5285,0;-6.7954,4.6464,0;-5.9243,5.149,0;-5.0536,4.6515,0;-5.0559,3.6438,0;-5.927,3.1412,0;-8.2395,-1.8089,0;-5.876,-5.744,0;-6.3065,-1.7503,0;-.5987,-.8115,0;-.5868,.82,0;-6.5938,.0214,0;-7.6615,6.1522,0;-5.9169,6.1545,0;-6.7957,3.6464,0;-7.2158,-4.637,0;-4.7136,5.5919,0;-3.332,3.9448,0;-7.8987,-2.749,0;-5.2368,-4.975,0;-4.8038,1.7992,0;-7.1911,8.3945,0;-9.294,8.3989,0;-8.6967,6.9261,0;-2.4312,-1.4912,0;-2.419,1.5264,0;-6.4404,-1.683,0;-4.4456,-3.3511,0;-8.0781,9.419,0;-6.4304,1.0922,0;-5.794,1.2989,0;-7.8327,4.6823,0;-8.1526,5.2389,0;.374,.3319,0;.3691,-.3373,0;-3.8404,-1.3681,0;-3.8393,1.4143,0;-6.4692,7.0374,0;-4.6,-.2352,0;-5.4372,.2347,0;-6.794,5.1464,0;-5.9232,4.649,0;-4.5612,4.5646,0;-4.8854,3.1738,0;-6.2493,2.7589,0;-7.7694,-1.6385,0;-8.4099,-1.3388,0;-8.7096,-1.9793,0;-5.4915,-6.0636,0;-6.1956,-6.1285,0;-6.2605,-5.4244,0;-7.7084,-4.551,0;-4.2214,5.6799,0;-3.0113,3.5613,0;
Duplicates	DB00444
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00444.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00444.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000250-0000000499/DB00444.sdf