CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181751_s0 (97179)

Formula C₂₇H₃₀O₁₂

MW 546.53

InChIKey GQMNGGACVSAOEC-NSJMMFDCNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 69

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 72

Rotat_Bonds 15

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 12

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -0.41

logP 0.8753

PSA 192.44

MR 134.262

ABS 0.17

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -434.3684

PM7_Total_Energy_ev -7263.85789

PM7_Electronic_Energy_ev -64497.06344

PM7_Dipole_Debye 3.64782

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.73

PM7_LUMO_Energy_ev -0.827

PM7_COSMO_Area_square_ang 530.9

PM7_COSMO_Volue_cubic_ang 610.17

PM7_Electron_Affinity_ev 0.827

PM7_Ionization_Energy_ev 8.73

PM7_Energy_Gap_ev 7.903

PM7_Global_Hardness_ev 3.9515

PM7_Global_Softness_ev 0.25306845501708214

PM7_Chemical_Potential_ev -4.7785

PM7_Electronigativity_ev 4.7785

PM7_Back_Donation_Energy_ev -0.987875

PM7_Electrophilicity_ev 2.889290427685689

OPENEYE_Name (1~{S},3~{S},4~{S},5~{S})-1,3,4-trihydroxy-5-[(~{E})-3-[(2~{S},3~{R})-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydrobenzofuran-5-yl]prop-2-enoyl]oxy-cyclohexanecarboxylic acid

SMILES c1cc(c(cc1C2C(c3cc(cc(c3O2)OC)C=CC(=O)OC4CC(CC(C4O)O)(C(=O)O)O)CO)OC)O

Canonical_SMILES OC[C@H]1c2cc(/C=C/C(=O)O[C@H]3C[C@@](O)(C[C@@H]([C@@H]3O)O)C(=O)O)cc(c2O[C@@H]1c1ccc(c(c1)OC)O)OC

InChI 1/C27H30O12/c1-36-19-9-14(4-5-17(19)29)24-16(12-28)15-7-13(8-20(37-2)25(15)39-24)3-6-22(31)38-21-11-27(35,26(33)34)10-18(30)23(21)32/h3-9,16,18,21,23-24,28-30,32,35H,10-12H2,1-2H3,(H,33,34)/f/h33H

InChI_3D 1S/C27H30O12/c1-36-19-9-14(4-5-17(19)29)24-16(12-28)15-7-13(8-20(37-2)25(15)39-24)3-6-22(31)38-21-11-27(35,26(33)34)10-18(30)23(21)32/h3-9,16,18,21,23-24,28-30,32,35H,10-12H2,1-2H3,(H,33,34)/b6-3+/t16-,18-,21-,23-,24+,27-/m0/s1

AuxInfo 1/1/N:26,25,13,1,2,14,3,4,5,17,18,27,6,7,8,19,10,21,12,11,22,15,23,20,9,16,24,36,31,33,28,34,29,32,35,38,37,39,30/E:(33,34)/F:26,25,13,1,2,14,3,4,5,17,18,27,6,7,8,19,10,21,12,11,22,15,23,20,9,16,24,36,31,33,28,34,32,29,35,38,37,39,30/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1d5;s3;d8;s2;d4s9;s5d10;s6;w13;s14;;;;s8;s7s19;s17;s18;s21s22;s16s17s18;;;s19;d15;d16;s9s20;s10;s16;s21;s23;s24;s27;s11s25;s12s26;s15s22;s1;s2;s3;s4;s5;s13;s14;s17;s17;s18;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s31;s32;s33;s34;s35;s36;/rC:4.9804,.8639,0;5.7265,1.5299,0;.868,-.4978,0;0,1.0058,0;3.8212,2.155,0;;4.0289,1.1715,0;1.736,-.0012,0;1.736,1.0058,0;5.5188,2.5134,0;.868,1.5138,0;4.5652,2.831,0;-.8653,-.5013,0;-.8639,-1.5013,0;-1.7292,-2.0025,0;-2.9358,-7.3461,0;-3.924,-5.7653,0;-2.5955,-4.6494,0;2.6938,-.3125,0;3.2858,.5023,0;-4.5705,-4.9956,0;-3.242,-3.8797,0;-4.2262,-4.0567,0;-2.9332,-5.5961,0;1.734,3.0138,0;5.1026,4.4775,0;1.9819,-1.9112,0;-2.5959,-1.5038,0;-2.0706,-7.8474,0;2.6938,1.3169,0;6.2649,3.1793,0;-3.8026,-7.8448,0;-6.0848,-4.1184,0;-4.2288,-2.3067,0;-1.2091,-5.8958,0;1.5751,-2.8247,0;.868,2.5138,0;4.3586,3.8094,0;-1.7277,-3.0025,0;5.0837,.3747,0;6.2016,1.374,0;.8677,-.9978,0;-.4337,1.2545,0;3.3455,2.3088,0;-1.2987,-.2519,0;-.4305,-1.7506,0;-4.3574,-6.0146,0;-3.7547,-6.2357,0;-2.1614,-4.8975,0;-2.275,-4.2656,0;3.1268,-.5625,0;3.6574,.1677,0;-4.8921,-5.3784,0;-3.4141,-3.4103,0;-4.7186,-3.9696,0;1.984,2.5808,0;1.484,3.4468,0;2.167,3.2638,0;5.4367,4.1055,0;4.7686,4.8495,0;5.4747,4.8116,0;2.4387,-2.1146,0;1.5252,-1.7078,0;6.7397,3.0228,0;-3.8034,-8.3448,0;-6.5182,-4.3677,0;-4.6621,-2.0573,0;-1.0369,-6.3652,0;1.869,-3.2292,0;

Duplicates ChEBI181751_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181751_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181751_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181751_s0.sdf

Formula	C₂₇H₃₀O₁₂
MW	546.53
InChIKey	GQMNGGACVSAOEC-NSJMMFDCNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	69
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	72
Rotat_Bonds	15
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	12
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-0.41
logP	0.8753
PSA	192.44
MR	134.262
ABS	0.17
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-434.3684
PM7_Total_Energy_ev	-7263.85789
PM7_Electronic_Energy_ev	-64497.06344
PM7_Dipole_Debye	3.64782
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.73
PM7_LUMO_Energy_ev	-0.827
PM7_COSMO_Area_square_ang	530.9
PM7_COSMO_Volue_cubic_ang	610.17
PM7_Electron_Affinity_ev	0.827
PM7_Ionization_Energy_ev	8.73
PM7_Energy_Gap_ev	7.903
PM7_Global_Hardness_ev	3.9515
PM7_Global_Softness_ev	0.25306845501708214
PM7_Chemical_Potential_ev	-4.7785
PM7_Electronigativity_ev	4.7785
PM7_Back_Donation_Energy_ev	-0.987875
PM7_Electrophilicity_ev	2.889290427685689
OPENEYE_Name	(1~{S},3~{S},4~{S},5~{S})-1,3,4-trihydroxy-5-[(~{E})-3-[(2~{S},3~{R})-2-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydrobenzofuran-5-yl]prop-2-enoyl]oxy-cyclohexanecarboxylic acid
SMILES	c1cc(c(cc1C2C(c3cc(cc(c3O2)OC)C=CC(=O)OC4CC(CC(C4O)O)(C(=O)O)O)CO)OC)O
Canonical_SMILES	OC[C@H]1c2cc(/C=C/C(=O)O[C@H]3C[C@@](O)(C[C@@H]([C@@H]3O)O)C(=O)O)cc(c2O[C@@H]1c1ccc(c(c1)OC)O)OC
InChI	1/C27H30O12/c1-36-19-9-14(4-5-17(19)29)24-16(12-28)15-7-13(8-20(37-2)25(15)39-24)3-6-22(31)38-21-11-27(35,26(33)34)10-18(30)23(21)32/h3-9,16,18,21,23-24,28-30,32,35H,10-12H2,1-2H3,(H,33,34)/f/h33H
InChI_3D	1S/C27H30O12/c1-36-19-9-14(4-5-17(19)29)24-16(12-28)15-7-13(8-20(37-2)25(15)39-24)3-6-22(31)38-21-11-27(35,26(33)34)10-18(30)23(21)32/h3-9,16,18,21,23-24,28-30,32,35H,10-12H2,1-2H3,(H,33,34)/b6-3+/t16-,18-,21-,23-,24+,27-/m0/s1
AuxInfo	1/1/N:26,25,13,1,2,14,3,4,5,17,18,27,6,7,8,19,10,21,12,11,22,15,23,20,9,16,24,36,31,33,28,34,29,32,35,38,37,39,30/E:(33,34)/F:26,25,13,1,2,14,3,4,5,17,18,27,6,7,8,19,10,21,12,11,22,15,23,20,9,16,24,36,31,33,28,34,32,29,35,38,37,39,30/rA:69cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;d3s4;s1d5;s3;d8;s2;d4s9;s5d10;s6;w13;s14;;;;s8;s7s19;s17;s18;s21s22;s16s17s18;;;s19;d15;d16;s9s20;s10;s16;s21;s23;s24;s27;s11s25;s12s26;s15s22;s1;s2;s3;s4;s5;s13;s14;s17;s17;s18;s18;s19;s20;s21;s22;s23;s25;s25;s25;s26;s26;s26;s27;s27;s31;s32;s33;s34;s35;s36;/rC:4.9804,.8639,0;5.7265,1.5299,0;.868,-.4978,0;0,1.0058,0;3.8212,2.155,0;;4.0289,1.1715,0;1.736,-.0012,0;1.736,1.0058,0;5.5188,2.5134,0;.868,1.5138,0;4.5652,2.831,0;-.8653,-.5013,0;-.8639,-1.5013,0;-1.7292,-2.0025,0;-2.9358,-7.3461,0;-3.924,-5.7653,0;-2.5955,-4.6494,0;2.6938,-.3125,0;3.2858,.5023,0;-4.5705,-4.9956,0;-3.242,-3.8797,0;-4.2262,-4.0567,0;-2.9332,-5.5961,0;1.734,3.0138,0;5.1026,4.4775,0;1.9819,-1.9112,0;-2.5959,-1.5038,0;-2.0706,-7.8474,0;2.6938,1.3169,0;6.2649,3.1793,0;-3.8026,-7.8448,0;-6.0848,-4.1184,0;-4.2288,-2.3067,0;-1.2091,-5.8958,0;1.5751,-2.8247,0;.868,2.5138,0;4.3586,3.8094,0;-1.7277,-3.0025,0;5.0837,.3747,0;6.2016,1.374,0;.8677,-.9978,0;-.4337,1.2545,0;3.3455,2.3088,0;-1.2987,-.2519,0;-.4305,-1.7506,0;-4.3574,-6.0146,0;-3.7547,-6.2357,0;-2.1614,-4.8975,0;-2.275,-4.2656,0;3.1268,-.5625,0;3.6574,.1677,0;-4.8921,-5.3784,0;-3.4141,-3.4103,0;-4.7186,-3.9696,0;1.984,2.5808,0;1.484,3.4468,0;2.167,3.2638,0;5.4367,4.1055,0;4.7686,4.8495,0;5.4747,4.8116,0;2.4387,-2.1146,0;1.5252,-1.7078,0;6.7397,3.0228,0;-3.8034,-8.3448,0;-6.5182,-4.3677,0;-4.6621,-2.0573,0;-1.0369,-6.3652,0;1.869,-3.2292,0;
Duplicates	ChEBI181751_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181751_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181751_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181750-0000181999/ChEBI181751_s0.sdf