CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189580 (103775)

Formula C₅₆H₄₂O₁₂

MW 906.94

InChIKey XAXVWWYPKOGXSY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 110

Number_Heavy_Atoms 68

Number_Rings 11

Number_Bonds 120

Rotat_Bonds 17

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 12

HB_Donor 10

HB_Acceptor 10

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 0

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 12

Lipinski_Violations 4

XLogP3 0

XLogP 5.25

logP 10.7216

PSA 220.76

MR 255.47

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -314.92234

PM7_Total_Energy_ev -10986.94552

PM7_Electronic_Energy_ev -147752.16943

PM7_Dipole_Debye 3.114

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.927

PM7_LUMO_Energy_ev -0.405

PM7_COSMO_Area_square_ang 728.12

PM7_COSMO_Volue_cubic_ang 1047.91

PM7_Electron_Affinity_ev 0.405

PM7_Ionization_Energy_ev 8.927

PM7_Energy_Gap_ev 8.522

PM7_Global_Hardness_ev 4.261

PM7_Global_Softness_ev 0.2346866932644919

PM7_Chemical_Potential_ev -4.666

PM7_Electronigativity_ev 4.666

PM7_Back_Donation_Energy_ev -1.06525

PM7_Electrophilicity_ev 2.554747242431354

OPENEYE_Name (1~{S},8~{S},9~{R},16~{S})-9-[5-[(~{E})-2-[(2~{S},3~{S})-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrobenzofuran-4-yl]vinyl]-2-hydroxy-phenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0^{2,7}.0^{14,17}]heptadeca-2,4,6,10,12,14(17)-hexaene-4,6,12-triol

SMILES c1cc(c(cc1C=Cc2cc(cc3c2C(C(O3)c4ccc(cc4)O)c5cc(cc(c5)O)O)O)C6c7cc(cc8c7C(c9cc(cc(c9C6c1ccc(cc1)O)O)O)C(O8)c1ccc(cc1)O)O)O

Canonical_SMILES Oc1ccc(cc1)[C@@H]1[C@@H](c2cc(ccc2O)/C=C/c2cc(O)cc3c2[C@H](c2cc(O)cc(c2)O)[C@H](O3)c2ccc(cc2)O)c2cc(O)cc3c2[C@H](c2c1c(O)cc(c2)O)[C@H](O3)c1ccc(cc1)O

InChI 1/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H

InChI_3D 1S/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H/b3-1+/t49-,50+,51+,54+,55-,56-/m1/s1

AuxInfo 1/0/N:49,1,50,2,3,4,5,6,7,9,10,11,12,13,14,8,15,16,17,18,23,20,19,24,21,22,25,27,28,29,26,31,39,40,41,45,46,43,47,44,30,32,33,42,48,37,38,34,51,53,52,36,35,54,55,56,59,60,61,65,66,63,67,64,62,68,57,58/E:(4,5)(6,7)(8,9)(10,11)(12,13)(14,15)(19,20)(36,37)(60,61)/rA:110cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;d1;d2;s3;d4;s5;d6;s7;;;;;;;;;;;s1d15;d16;s2d3;s4d5;s6d7;s15;d17s18;d19;d20;s26;s32;s33;s21d34;s22d35;s9d10;s11d12;s13d14;s8d30;s16d21;s19d22;s17d23;d18s23;s20d24;s24d36;s25;s26w49;s27s36;s30s32s51;s31s34;s33s35;s28s53;s29s54;s37s55;s38s56;s39;s40;s41;s42;s43;s44;s45;s46;s47;s48;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s49;s50;s51;s52;s53;s54;s55;s56;s59;s60;s61;s62;s63;s64;s65;s66;s67;s68;/rC:2.5996,-4.2462,0;-.6751,-4.1285,0;-2.4026,-3.967,0;4.3754,2.6509,0;5.5364,1.3617,0;.2473,-10.8031,0;-1.4849,-10.9008,0;2.5991,-5.2514,0;-.5815,-3.1277,0;-2.309,-2.9662,0;5.1223,3.3236,0;6.2834,2.0343,0;.304,-11.8067,0;-1.4283,-11.9044,0;.8646,-4.2453,0;;4.2107,-2.1876,0;5.0806,-.6862,0;.9552,-6.4935,0;-2.5536,-8.8498,0;.868,1.5138,0;1.5824,-8.108,0;5.9459,-2.1901,0;-3.8877,-7.7451,0;1.7323,-3.7483,0;.868,-.4978,0;-1.5852,-4.5431,0;4.5862,1.6734,0;-.6468,-10.3552,0;.8641,-5.2505,0;4.2093,-1.1876,0;.0231,-6.8556,0;-1.9158,-8.0796,0;1.736,-.0012,0;-.1294,-7.8439,0;-2.264,-7.1422,0;1.736,1.0058,0;.6503,-8.4701,0;-1.398,-2.5414,0;6.0801,3.0187,0;-.5336,-12.3624,0;1.7313,-5.7587,0;0,1.0058,0;1.7349,-7.1197,0;5.0746,-2.6914,0;5.9533,-1.185,0;-3.5395,-8.6826,0;-3.2499,-6.9749,0;1.7332,-1.9983,0;.8675,-1.4978,0;-1.7481,-6.2855,0;-.6545,-6.1202,0;2.6938,-.3125,0;-.9659,-8.3919,0;3.2858,.5023,0;-.7032,-9.3568,0;2.6938,1.3169,0;.2957,-9.4052,0;-1.3049,-1.5458,0;6.8232,3.6879,0;-.4772,-13.3609,0;1.7308,-6.7587,0;-.8675,1.5032,0;3.3661,-6.486,0;5.0716,-3.6914,0;6.82,-.6863,0;-4.1773,-9.4528,0;-3.598,-6.0375,0;3.0324,-3.9958,0;-.2677,-4.4184,0;-2.8567,-4.1763,0;3.8996,2.8047,0;5.6397,.8725,0;.6652,-10.5285,0;-1.931,-10.675,0;3.0327,-5.5003,0;-.1265,-2.9204,0;-2.7177,-2.6782,0;5.0169,3.8124,0;6.7585,1.8785,0;.751,-12.0306,0;-1.8473,-12.1772,0;.4321,-3.9944,0;-.4327,-.2506,0;3.7773,-2.4369,0;5.0799,-.1862,0;1.0315,-5.9994,0;-2.3796,-9.3186,0;.868,2.0138,0;1.9723,-8.4211,0;6.3778,-2.442,0;-4.3806,-7.6615,0;2.1664,-1.7485,0;.4343,-1.7476,0;-2.2231,-6.1294,0;-.8002,-5.6419,0;2.4904,-.7693,0;-1.0312,-7.8962,0;3.6574,.1677,0;-1.1967,-9.437,0;-1.7128,-1.2566,0;6.7192,4.177,0;-.0308,-13.5861,0;1.2976,-7.0084,0;-1.2998,1.252,0;3.756,-6.7991,0;5.5039,-3.9427,0;6.8208,-.1863,0;-4.6703,-9.3692,0;-4.0909,-5.9539,0;

Duplicates ChEBI189580

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189580.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189580.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189580.sdf

Formula	C₅₆H₄₂O₁₂
MW	906.94
InChIKey	XAXVWWYPKOGXSY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	110
Number_Heavy_Atoms	68
Number_Rings	11
Number_Bonds	120
Rotat_Bonds	17
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	12
HB_Donor	10
HB_Acceptor	10
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	0
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	12
Lipinski_Violations	4
XLogP3	0
XLogP	5.25
logP	10.7216
PSA	220.76
MR	255.47
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-314.92234
PM7_Total_Energy_ev	-10986.94552
PM7_Electronic_Energy_ev	-147752.16943
PM7_Dipole_Debye	3.114
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.927
PM7_LUMO_Energy_ev	-0.405
PM7_COSMO_Area_square_ang	728.12
PM7_COSMO_Volue_cubic_ang	1047.91
PM7_Electron_Affinity_ev	0.405
PM7_Ionization_Energy_ev	8.927
PM7_Energy_Gap_ev	8.522
PM7_Global_Hardness_ev	4.261
PM7_Global_Softness_ev	0.2346866932644919
PM7_Chemical_Potential_ev	-4.666
PM7_Electronigativity_ev	4.666
PM7_Back_Donation_Energy_ev	-1.06525
PM7_Electrophilicity_ev	2.554747242431354
OPENEYE_Name	(1~{S},8~{S},9~{R},16~{S})-9-[5-[(~{E})-2-[(2~{S},3~{S})-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrobenzofuran-4-yl]vinyl]-2-hydroxy-phenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.0^{2,7}.0^{14,17}]heptadeca-2,4,6,10,12,14(17)-hexaene-4,6,12-triol
SMILES	c1cc(c(cc1C=Cc2cc(cc3c2C(C(O3)c4ccc(cc4)O)c5cc(cc(c5)O)O)O)C6c7cc(cc8c7C(c9cc(cc(c9C6c1ccc(cc1)O)O)O)C(O8)c1ccc(cc1)O)O)O
Canonical_SMILES	Oc1ccc(cc1)[C@@H]1[C@@H](c2cc(ccc2O)/C=C/c2cc(O)cc3c2[C@H](c2cc(O)cc(c2)O)[C@H](O3)c2ccc(cc2)O)c2cc(O)cc3c2[C@H](c2c1c(O)cc(c2)O)[C@H](O3)c1ccc(cc1)O
InChI	1/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H
InChI_3D	1S/C56H42O12/c57-33-10-4-28(5-11-33)49-51(42-23-40(64)26-47-53(42)54(43-22-39(63)24-45(66)52(43)49)56(68-47)30-8-14-35(59)15-9-30)41-17-27(2-16-44(41)65)1-3-31-18-38(62)25-46-48(31)50(32-19-36(60)21-37(61)20-32)55(67-46)29-6-12-34(58)13-7-29/h1-26,49-51,54-66H/b3-1+/t49-,50+,51+,54+,55-,56-/m1/s1
AuxInfo	1/0/N:49,1,50,2,3,4,5,6,7,9,10,11,12,13,14,8,15,16,17,18,23,20,19,24,21,22,25,27,28,29,26,31,39,40,41,45,46,43,47,44,30,32,33,42,48,37,38,34,51,53,52,36,35,54,55,56,59,60,61,65,66,63,67,64,62,68,57,58/E:(4,5)(6,7)(8,9)(10,11)(12,13)(14,15)(19,20)(36,37)(60,61)/rA:110cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;;d1;d2;s3;d4;s5;d6;s7;;;;;;;;;;;s1d15;d16;s2d3;s4d5;s6d7;s15;d17s18;d19;d20;s26;s32;s33;s21d34;s22d35;s9d10;s11d12;s13d14;s8d30;s16d21;s19d22;s17d23;d18s23;s20d24;s24d36;s25;s26w49;s27s36;s30s32s51;s31s34;s33s35;s28s53;s29s54;s37s55;s38s56;s39;s40;s41;s42;s43;s44;s45;s46;s47;s48;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s23;s24;s49;s50;s51;s52;s53;s54;s55;s56;s59;s60;s61;s62;s63;s64;s65;s66;s67;s68;/rC:2.5996,-4.2462,0;-.6751,-4.1285,0;-2.4026,-3.967,0;4.3754,2.6509,0;5.5364,1.3617,0;.2473,-10.8031,0;-1.4849,-10.9008,0;2.5991,-5.2514,0;-.5815,-3.1277,0;-2.309,-2.9662,0;5.1223,3.3236,0;6.2834,2.0343,0;.304,-11.8067,0;-1.4283,-11.9044,0;.8646,-4.2453,0;;4.2107,-2.1876,0;5.0806,-.6862,0;.9552,-6.4935,0;-2.5536,-8.8498,0;.868,1.5138,0;1.5824,-8.108,0;5.9459,-2.1901,0;-3.8877,-7.7451,0;1.7323,-3.7483,0;.868,-.4978,0;-1.5852,-4.5431,0;4.5862,1.6734,0;-.6468,-10.3552,0;.8641,-5.2505,0;4.2093,-1.1876,0;.0231,-6.8556,0;-1.9158,-8.0796,0;1.736,-.0012,0;-.1294,-7.8439,0;-2.264,-7.1422,0;1.736,1.0058,0;.6503,-8.4701,0;-1.398,-2.5414,0;6.0801,3.0187,0;-.5336,-12.3624,0;1.7313,-5.7587,0;0,1.0058,0;1.7349,-7.1197,0;5.0746,-2.6914,0;5.9533,-1.185,0;-3.5395,-8.6826,0;-3.2499,-6.9749,0;1.7332,-1.9983,0;.8675,-1.4978,0;-1.7481,-6.2855,0;-.6545,-6.1202,0;2.6938,-.3125,0;-.9659,-8.3919,0;3.2858,.5023,0;-.7032,-9.3568,0;2.6938,1.3169,0;.2957,-9.4052,0;-1.3049,-1.5458,0;6.8232,3.6879,0;-.4772,-13.3609,0;1.7308,-6.7587,0;-.8675,1.5032,0;3.3661,-6.486,0;5.0716,-3.6914,0;6.82,-.6863,0;-4.1773,-9.4528,0;-3.598,-6.0375,0;3.0324,-3.9958,0;-.2677,-4.4184,0;-2.8567,-4.1763,0;3.8996,2.8047,0;5.6397,.8725,0;.6652,-10.5285,0;-1.931,-10.675,0;3.0327,-5.5003,0;-.1265,-2.9204,0;-2.7177,-2.6782,0;5.0169,3.8124,0;6.7585,1.8785,0;.751,-12.0306,0;-1.8473,-12.1772,0;.4321,-3.9944,0;-.4327,-.2506,0;3.7773,-2.4369,0;5.0799,-.1862,0;1.0315,-5.9994,0;-2.3796,-9.3186,0;.868,2.0138,0;1.9723,-8.4211,0;6.3778,-2.442,0;-4.3806,-7.6615,0;2.1664,-1.7485,0;.4343,-1.7476,0;-2.2231,-6.1294,0;-.8002,-5.6419,0;2.4904,-.7693,0;-1.0312,-7.8962,0;3.6574,.1677,0;-1.1967,-9.437,0;-1.7128,-1.2566,0;6.7192,4.177,0;-.0308,-13.5861,0;1.2976,-7.0084,0;-1.2998,1.252,0;3.756,-6.7991,0;5.5039,-3.9427,0;6.8208,-.1863,0;-4.6703,-9.3692,0;-4.0909,-5.9539,0;
Duplicates	ChEBI189580
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189580.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189580.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189500-0000189749/ChEBI189580.sdf