CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180765_s0 (96548)

Formula C₃₃H₃₈O₂₃

MW 802.65

InChIKey KPNZNXNOXZSMHE-VQOIMOGQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 94

Number_Heavy_Atoms 56

Number_Rings 6

Number_Bonds 99

Rotat_Bonds 24

Unbranched_Chain 2

Chiral_Centers 15

ONatoms 23

HB_Donor 16

HB_Acceptor 18

OpenEye_HB_Donors 16

OpenEye_HB_Acceptors 16

Lipinski_HB_Donors 16

Lipinski_HB_Acceptors 23

Lipinski_Violations 3

XLogP3 0

XLogP -6.97

logP -5.4168

PSA 407.88

MR 176.006

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -910.4796

PM7_Total_Energy_ev -11356.9251

PM7_Electronic_Energy_ev -135399.06006

PM7_Dipole_Debye 12.65607

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.22

PM7_LUMO_Energy_ev -1.138

PM7_COSMO_Area_square_ang 612.79

PM7_COSMO_Volue_cubic_ang 825.9

PM7_Electron_Affinity_ev 1.138

PM7_Ionization_Energy_ev 9.22

PM7_Energy_Gap_ev 8.082

PM7_Global_Hardness_ev 4.041

PM7_Global_Softness_ev 0.24746349913387775

PM7_Chemical_Potential_ev -5.179

PM7_Electronigativity_ev 5.179

PM7_Back_Donation_Energy_ev -1.01025

PM7_Electrophilicity_ev 3.318738059886167

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{R})-6-[2-[5,7-dihydroxy-4-oxo-6-[(2~{R},3~{S},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-8-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-2-yl]-4,5-dihydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(c(cc(c1O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O)c3cc(=O)c4c(o3)c(c(c(c4O)C5C(C(C(C(O5)CO)O)O)O)O)C6C(C(C(C(O6)CO)O)O)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O)c([C@H]2O[C@@H](CO)[C@@H]([C@@H]([C@@H]2O)O)O)c(c2c1oc(cc2=O)c1cc(O)c(cc1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)O)O

InChI 1/C33H38O23/c34-4-12-17(39)21(43)24(46)29(53-12)15-19(41)14-9(38)3-10(52-28(14)16(20(15)42)30-25(47)22(44)18(40)13(5-35)54-30)6-1-7(36)8(37)2-11(6)55-33-27(49)23(45)26(48)31(56-33)32(50)51/h1-3,12-13,17-18,21-27,29-31,33-37,39-49H,4-5H2,(H,50,51)/f/h50H

InChI_3D 1S/C33H38O23/c34-4-12-17(39)21(43)24(46)29(53-12)15-19(41)14-9(38)3-10(52-28(14)16(20(15)42)30-25(47)22(44)18(40)13(5-35)54-30)6-1-7(36)8(37)2-11(6)55-33-27(49)23(45)26(48)31(56-33)32(50)51/h1-3,12-13,17-18,21-27,29-31,33-37,39-49H,4-5H2,(H,50,51)/t12-,13+,17-,18+,21-,22+,23-,24-,25-,26+,27-,29+,30+,31+,33-/m0/s1

AuxInfo 1/1/N:1,2,13,33,32,3,8,10,15,14,9,30,29,4,6,5,27,26,11,12,24,23,25,21,20,22,28,7,18,17,19,16,31,55,54,40,41,34,52,51,42,43,49,48,50,46,45,47,53,35,44,36,38,37,56,39/E:(50,51)/F:1,2,13,33,32,3,8,10,15,14,9,30,29,4,6,5,27,26,11,12,24,23,25,21,20,22,28,7,18,17,19,16,31,55,54,40,41,34,52,51,42,43,49,48,50,46,45,47,53,44,35,36,38,37,56,39/rA:94cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;;;d4s5;s1;d2s3;s2d8;s4d6;d5s6;;s3d13;s4s13;;s5;s6;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;d15;d16;s7s14;s17s29;s18s30;s19s31;s8;s10;s11;s12;s16;s20;s21;s22;s23;s24;s25;s26;s27;s28;s32;s33;s9s31;s1;s2;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s32;s32;s33;s33;s40;s41;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;s54;s55;/rC:4.9944,2.8749,0;6.7301,1.8709,0;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;;1.7374,1.0057,0;5.8661,3.3755,0;5.8584,1.3703,0;6.7384,2.876,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;5.4336,-2.0193,0;.8674,3.2638,0;-1.5143,-.8772,0;6.4177,-1.8416,0;1.857,3.0876,0;-.8655,-1.645,0;7.4077,-2.016,0;2.4989,3.8545,0;-1.2071,-2.5849,0;8.0481,-1.248,0;2.1611,4.7958,0;-2.1908,-2.7648,0;7.7087,-.3074,0;1.1714,4.972,0;-2.8396,-1.997,0;6.7187,-.133,0;-.3392,5.8554,0;-4.3615,-1.1331,0;2.5998,-1.5032,0;4.7877,-1.2559,0;2.6052,1.5109,0;.5196,4.2068,0;-2.5046,-1.0493,0;6.0682,-.8992,0;5.8655,4.3755,0;7.6056,3.374,0;.8675,-1.4978,0;-.8675,1.5031,0;5.0955,-2.9604,0;3.3729,2.2131,0;.6513,-2.5178,0;8.925,-2.8879,0;4.0167,4.7256,0;-1.1994,-4.3349,0;9.5644,-.3743,0;2.1656,6.5458,0;-3.7025,-3.6464,0;7.7095,.6926,0;-1.2025,6.3601,0;-5.2312,-.6395,0;5.8546,.3703,0;4.5616,3.1253,0;7.1618,1.6186,0;3.9084,-.2548,0;.3752,3.1758,0;-1.685,-.4073,0;6.4188,-2.3416,0;1.6857,2.6179,0;-.5451,-1.2612,0;7.2372,-2.4861,0;2.82,3.4713,0;-.7145,-2.6705,0;8.37,-1.6307,0;2.6538,4.8809,0;-2.0173,-3.2337,0;8.2013,-.2214,0;1.3441,5.4412,0;-3.1589,-2.3817,0;6.8906,.3366,0;-.5916,5.4237,0;-.0868,6.287,0;-4.1147,-.6983,0;-4.6083,-1.568,0;5.4323,4.6252,0;7.6067,3.874,0;1.3004,-1.748,0;-1.2998,1.2518,0;4.6034,-3.0492,0;3.8058,2.4633,0;.6521,-3.0178,0;8.9261,-3.3879,0;4.0179,5.2256,0;-.7653,-4.583,0;9.9972,-.6246,0;2.5992,6.7947,0;-3.7003,-4.1464,0;8.1427,.9423,0;-1.6369,6.1126,0;-5.2348,-.1395,0;

Duplicates ChEBI180765_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180765_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180765_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180765_s0.sdf

Formula	C₃₃H₃₈O₂₃
MW	802.65
InChIKey	KPNZNXNOXZSMHE-VQOIMOGQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	94
Number_Heavy_Atoms	56
Number_Rings	6
Number_Bonds	99
Rotat_Bonds	24
Unbranched_Chain	2
Chiral_Centers	15
ONatoms	23
HB_Donor	16
HB_Acceptor	18
OpenEye_HB_Donors	16
OpenEye_HB_Acceptors	16
Lipinski_HB_Donors	16
Lipinski_HB_Acceptors	23
Lipinski_Violations	3
XLogP3	0
XLogP	-6.97
logP	-5.4168
PSA	407.88
MR	176.006
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-910.4796
PM7_Total_Energy_ev	-11356.9251
PM7_Electronic_Energy_ev	-135399.06006
PM7_Dipole_Debye	12.65607
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.22
PM7_LUMO_Energy_ev	-1.138
PM7_COSMO_Area_square_ang	612.79
PM7_COSMO_Volue_cubic_ang	825.9
PM7_Electron_Affinity_ev	1.138
PM7_Ionization_Energy_ev	9.22
PM7_Energy_Gap_ev	8.082
PM7_Global_Hardness_ev	4.041
PM7_Global_Softness_ev	0.24746349913387775
PM7_Chemical_Potential_ev	-5.179
PM7_Electronigativity_ev	5.179
PM7_Back_Donation_Energy_ev	-1.01025
PM7_Electrophilicity_ev	3.318738059886167
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-6-[2-[5,7-dihydroxy-4-oxo-6-[(2~{R},3~{S},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-8-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-2-yl]-4,5-dihydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(c(cc(c1O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O)c3cc(=O)c4c(o3)c(c(c(c4O)C5C(C(C(C(O5)CO)O)O)O)O)C6C(C(C(C(O6)CO)O)O)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O)c([C@H]2O[C@@H](CO)[C@@H]([C@@H]([C@@H]2O)O)O)c(c2c1oc(cc2=O)c1cc(O)c(cc1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)O)O
InChI	1/C33H38O23/c34-4-12-17(39)21(43)24(46)29(53-12)15-19(41)14-9(38)3-10(52-28(14)16(20(15)42)30-25(47)22(44)18(40)13(5-35)54-30)6-1-7(36)8(37)2-11(6)55-33-27(49)23(45)26(48)31(56-33)32(50)51/h1-3,12-13,17-18,21-27,29-31,33-37,39-49H,4-5H2,(H,50,51)/f/h50H
InChI_3D	1S/C33H38O23/c34-4-12-17(39)21(43)24(46)29(53-12)15-19(41)14-9(38)3-10(52-28(14)16(20(15)42)30-25(47)22(44)18(40)13(5-35)54-30)6-1-7(36)8(37)2-11(6)55-33-27(49)23(45)26(48)31(56-33)32(50)51/h1-3,12-13,17-18,21-27,29-31,33-37,39-49H,4-5H2,(H,50,51)/t12-,13+,17-,18+,21-,22+,23-,24-,25-,26+,27-,29+,30+,31+,33-/m0/s1
AuxInfo	1/1/N:1,2,13,33,32,3,8,10,15,14,9,30,29,4,6,5,27,26,11,12,24,23,25,21,20,22,28,7,18,17,19,16,31,55,54,40,41,34,52,51,42,43,49,48,50,46,45,47,53,35,44,36,38,37,56,39/E:(50,51)/F:1,2,13,33,32,3,8,10,15,14,9,30,29,4,6,5,27,26,11,12,24,23,25,21,20,22,28,7,18,17,19,16,31,55,54,40,41,34,52,51,42,43,49,48,50,46,45,47,53,44,35,36,38,37,56,39/rA:94cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;;;;d4s5;s1;d2s3;s2d8;s4d6;d5s6;;s3d13;s4s13;;s5;s6;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;d15;d16;s7s14;s17s29;s18s30;s19s31;s8;s10;s11;s12;s16;s20;s21;s22;s23;s24;s25;s26;s27;s28;s32;s33;s9s31;s1;s2;s13;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s32;s32;s33;s33;s40;s41;s42;s43;s44;s45;s46;s47;s48;s49;s50;s51;s52;s53;s54;s55;/rC:4.9944,2.8749,0;6.7301,1.8709,0;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;;1.7374,1.0057,0;5.8661,3.3755,0;5.8584,1.3703,0;6.7384,2.876,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;5.4336,-2.0193,0;.8674,3.2638,0;-1.5143,-.8772,0;6.4177,-1.8416,0;1.857,3.0876,0;-.8655,-1.645,0;7.4077,-2.016,0;2.4989,3.8545,0;-1.2071,-2.5849,0;8.0481,-1.248,0;2.1611,4.7958,0;-2.1908,-2.7648,0;7.7087,-.3074,0;1.1714,4.972,0;-2.8396,-1.997,0;6.7187,-.133,0;-.3392,5.8554,0;-4.3615,-1.1331,0;2.5998,-1.5032,0;4.7877,-1.2559,0;2.6052,1.5109,0;.5196,4.2068,0;-2.5046,-1.0493,0;6.0682,-.8992,0;5.8655,4.3755,0;7.6056,3.374,0;.8675,-1.4978,0;-.8675,1.5031,0;5.0955,-2.9604,0;3.3729,2.2131,0;.6513,-2.5178,0;8.925,-2.8879,0;4.0167,4.7256,0;-1.1994,-4.3349,0;9.5644,-.3743,0;2.1656,6.5458,0;-3.7025,-3.6464,0;7.7095,.6926,0;-1.2025,6.3601,0;-5.2312,-.6395,0;5.8546,.3703,0;4.5616,3.1253,0;7.1618,1.6186,0;3.9084,-.2548,0;.3752,3.1758,0;-1.685,-.4073,0;6.4188,-2.3416,0;1.6857,2.6179,0;-.5451,-1.2612,0;7.2372,-2.4861,0;2.82,3.4713,0;-.7145,-2.6705,0;8.37,-1.6307,0;2.6538,4.8809,0;-2.0173,-3.2337,0;8.2013,-.2214,0;1.3441,5.4412,0;-3.1589,-2.3817,0;6.8906,.3366,0;-.5916,5.4237,0;-.0868,6.287,0;-4.1147,-.6983,0;-4.6083,-1.568,0;5.4323,4.6252,0;7.6067,3.874,0;1.3004,-1.748,0;-1.2998,1.2518,0;4.6034,-3.0492,0;3.8058,2.4633,0;.6521,-3.0178,0;8.9261,-3.3879,0;4.0179,5.2256,0;-.7653,-4.583,0;9.9972,-.6246,0;2.5992,6.7947,0;-3.7003,-4.1464,0;8.1427,.9423,0;-1.6369,6.1126,0;-5.2348,-.1395,0;
Duplicates	ChEBI180765_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180765_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180765_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180765_s0.sdf