CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185860_s0 (100446)

Formula C₄₅H₄₆O₁₆

MW 842.85

InChIKey MNKGSIPFBQAVQC-VOTGCYKTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 107

Number_Heavy_Atoms 61

Number_Rings 6

Number_Bonds 112

Rotat_Bonds 24

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 16

HB_Donor 12

HB_Acceptor 14

OpenEye_HB_Donors 12

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 12

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP 0.07

logP 4.2648

PSA 295.36

MR 221.033

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -587.53062

PM7_Total_Energy_ev -10871.8841

PM7_Electronic_Energy_ev -138304.16951

PM7_Dipole_Debye 10.54858

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.784

PM7_LUMO_Energy_ev -0.755

PM7_COSMO_Area_square_ang 704

PM7_COSMO_Volue_cubic_ang 953.55

PM7_Electron_Affinity_ev 0.755

PM7_Ionization_Energy_ev 8.784

PM7_Energy_Gap_ev 8.029

PM7_Global_Hardness_ev 4.0145

PM7_Global_Softness_ev 0.24909702329057168

PM7_Chemical_Potential_ev -4.7695

PM7_Electronigativity_ev 4.7695

PM7_Back_Donation_Energy_ev -1.003625

PM7_Electrophilicity_ev 2.833245765350604

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{R})-6-[6-[(1~{S},2~{R},6~{S})-6-(2,4-dihydroxyphenyl)-2-[4-[(~{E})-2-(2,4-dihydroxyphenyl)vinyl]-2,6-dihydroxy-phenyl]-4-(hydroxymethyl)cyclohex-3-ene-1-carbonyl]-3-hydroxy-2-(3-methylbut-2-enyl)phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(cc(c1C=Cc2cc(c(c(c2)O)C3C=C(CC(C3C(=O)c4ccc(c(c4OC5C(C(C(C(O5)C(=O)O)O)O)O)CC=C(C)C)O)c6ccc(cc6O)O)CO)O)O)O

Canonical_SMILES OCC1=C[C@@H](c2c(O)cc(cc2O)/C=C/c2ccc(cc2O)O)[C@H]([C@H](C1)c1ccc(cc1O)O)C(=O)c1ccc(c(c1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)CC=C(C)C)O

InChI 1/C45H46O16/c1-20(2)3-9-27-31(49)12-11-28(42(27)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-29(26-10-8-25(48)18-33(26)51)13-22(19-46)14-30(36)37-34(52)15-21(16-35(37)53)4-5-23-6-7-24(47)17-32(23)50/h3-8,10-12,14-18,29-30,36,39-41,43,45-53,55-57H,9,13,19H2,1-2H3,(H,58,59)/f/h58H

InChI_3D 1S/C45H46O16/c1-20(2)3-9-27-31(49)12-11-28(42(27)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-29(26-10-8-25(48)18-33(26)51)13-22(19-46)14-30(36)37-34(52)15-21(16-35(37)53)4-5-23-6-7-24(47)17-32(23)50/h3-8,10-12,14-18,29-30,36,39-41,43,45-53,55-57H,9,13,19H2,1-2H3,(H,58,59)/b5-4+/t29-,30-,36+,39+,40-,41+,43-,45+/m1/s1

AuxInfo 1/1/N:42,43,29,28,27,1,4,6,44,3,2,5,33,25,7,8,9,10,45,31,13,26,11,17,18,14,16,12,35,34,19,22,23,20,21,36,15,30,39,38,40,24,37,32,41,60,49,50,51,54,55,52,53,46,58,57,59,47,56,61,48/E:(1,2)(15,16)(34,35)(52,53)(58,59)/F:42,43,29,28,27,1,4,6,44,3,2,5,33,25,7,8,9,10,45,31,13,26,11,17,18,14,16,12,35,34,19,22,23,20,21,36,15,30,39,38,40,24,37,32,41,60,49,50,51,54,55,52,53,46,58,57,59,56,47,61,48/E:(1,2)(15,16)(34,35)(52,53)/rA:107cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;;;s1;s2;d7s8;s3;;;s4d9;s6d10;s5d16;s7d15;d8s15;s9d11;s10d14;d12s16;;d25;s11;s13w27;;s12;d29;;s26;s15s25;s14s33;s30s34s35;s32;s37;s38;s39;s40;s31;s31;s16s29;s26;d30;d32;s37s41;s17;s18;s19;s20;s21;s22;s23;s32;s38;s39;s40;s45;s24s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s25;s27;s28;s29;s33;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s42;s42;s43;s43;s43;s44;s44;s45;s45;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;/rC:-4.1286,5.8677,0;4.5408,4.5537,0;5.6859,9.4401,0;-5.1153,5.7052,0;5.1783,3.7832,0;6.5534,9.9376,0;-.8154,7.2965,0;-.5309,5.5849,0;-5.4023,7.4164,0;7.4209,8.4349,0;-3.7769,6.8094,0;3.5501,4.383,0;-1.1694,6.3612,0;5.6859,8.4349,0;.8091,6.687,0;3.8447,2.6732,0;-5.754,6.4747,0;7.4209,9.4401,0;4.8353,2.8438,0;.1706,7.4633,0;.4616,5.7438,0;-4.412,7.5885,0;6.5534,7.9272,0;3.1971,3.4419,0;2.1954,7.9252,0;2.8442,8.6863,0;-2.7902,6.9719,0;-2.1561,6.1987,0;3.1588,.7945,0;2.9126,5.1534,0;3.8009,.0278,0;-2.5903,1.1954,0;3.8287,8.5106,0;2.5346,6.979,0;4.1678,7.5644,0;3.5225,6.7938,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.4579,-.9116,0;4.7858,.2005,0;3.5018,1.7338,0;2.5068,9.6276,0;1.9267,4.9866,0;-3.2346,1.9602,0;0,2.0104,0;-6.7399,6.3078,0;8.2862,9.9414,0;5.4762,2.0762,0;.5205,8.4001,0;1.0968,4.9715,0;-4.0622,8.5253,0;6.5534,6.9272,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.2077,-.4429,0;2.1694,10.569,0;1.4725,3.1448,0;-3.811,5.4816,0;4.7143,5.0226,0;5.2533,9.6907,0;-5.2902,5.2368,0;5.6711,3.8681,0;6.5534,10.4376,0;-1.1331,7.6827,0;-.7079,5.1172,0;-5.7216,7.8011,0;7.8547,8.1862,0;1.7036,8.0152,0;-2.6139,7.4398,0;-2.3324,5.7308,0;2.6663,.7081,0;4.3214,8.5955,0;3.8302,9.0106,0;2.5301,6.479,0;4.4888,7.181,0;3.9548,6.5425,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.36,.5838,0;1.3597,1.4149,0;2.9882,-.7401,0;3.9276,-1.083,0;3.2864,-1.3812,0;4.8722,-.292,0;4.6995,.693,0;5.2783,.2868,0;3.0321,1.9053,0;3.9714,1.5624,0;2.9775,9.7963,0;2.0361,9.4589,0;-7.0587,6.6931,0;8.7196,9.692,0;5.304,1.6068,0;.2023,8.7858,0;.9212,4.5033,0;-3.569,8.608,0;6.9865,6.6772,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;1.6999,-.5306,0;2.4927,10.9504,0;

Duplicates ChEBI185860_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185860_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185860_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185860_s0.sdf

Formula	C₄₅H₄₆O₁₆
MW	842.85
InChIKey	MNKGSIPFBQAVQC-VOTGCYKTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	107
Number_Heavy_Atoms	61
Number_Rings	6
Number_Bonds	112
Rotat_Bonds	24
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	16
HB_Donor	12
HB_Acceptor	14
OpenEye_HB_Donors	12
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	12
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	0.07
logP	4.2648
PSA	295.36
MR	221.033
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-587.53062
PM7_Total_Energy_ev	-10871.8841
PM7_Electronic_Energy_ev	-138304.16951
PM7_Dipole_Debye	10.54858
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.784
PM7_LUMO_Energy_ev	-0.755
PM7_COSMO_Area_square_ang	704
PM7_COSMO_Volue_cubic_ang	953.55
PM7_Electron_Affinity_ev	0.755
PM7_Ionization_Energy_ev	8.784
PM7_Energy_Gap_ev	8.029
PM7_Global_Hardness_ev	4.0145
PM7_Global_Softness_ev	0.24909702329057168
PM7_Chemical_Potential_ev	-4.7695
PM7_Electronigativity_ev	4.7695
PM7_Back_Donation_Energy_ev	-1.003625
PM7_Electrophilicity_ev	2.833245765350604
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-6-[6-[(1~{S},2~{R},6~{S})-6-(2,4-dihydroxyphenyl)-2-[4-[(~{E})-2-(2,4-dihydroxyphenyl)vinyl]-2,6-dihydroxy-phenyl]-4-(hydroxymethyl)cyclohex-3-ene-1-carbonyl]-3-hydroxy-2-(3-methylbut-2-enyl)phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc(c1C=Cc2cc(c(c(c2)O)C3C=C(CC(C3C(=O)c4ccc(c(c4OC5C(C(C(C(O5)C(=O)O)O)O)O)CC=C(C)C)O)c6ccc(cc6O)O)CO)O)O)O
Canonical_SMILES	OCC1=C[C@@H](c2c(O)cc(cc2O)/C=C/c2ccc(cc2O)O)[C@H]([C@H](C1)c1ccc(cc1O)O)C(=O)c1ccc(c(c1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)CC=C(C)C)O
InChI	1/C45H46O16/c1-20(2)3-9-27-31(49)12-11-28(42(27)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-29(26-10-8-25(48)18-33(26)51)13-22(19-46)14-30(36)37-34(52)15-21(16-35(37)53)4-5-23-6-7-24(47)17-32(23)50/h3-8,10-12,14-18,29-30,36,39-41,43,45-53,55-57H,9,13,19H2,1-2H3,(H,58,59)/f/h58H
InChI_3D	1S/C45H46O16/c1-20(2)3-9-27-31(49)12-11-28(42(27)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-29(26-10-8-25(48)18-33(26)51)13-22(19-46)14-30(36)37-34(52)15-21(16-35(37)53)4-5-23-6-7-24(47)17-32(23)50/h3-8,10-12,14-18,29-30,36,39-41,43,45-53,55-57H,9,13,19H2,1-2H3,(H,58,59)/b5-4+/t29-,30-,36+,39+,40-,41+,43-,45+/m1/s1
AuxInfo	1/1/N:42,43,29,28,27,1,4,6,44,3,2,5,33,25,7,8,9,10,45,31,13,26,11,17,18,14,16,12,35,34,19,22,23,20,21,36,15,30,39,38,40,24,37,32,41,60,49,50,51,54,55,52,53,46,58,57,59,47,56,61,48/E:(1,2)(15,16)(34,35)(52,53)(58,59)/F:42,43,29,28,27,1,4,6,44,3,2,5,33,25,7,8,9,10,45,31,13,26,11,17,18,14,16,12,35,34,19,22,23,20,21,36,15,30,39,38,40,24,37,32,41,60,49,50,51,54,55,52,53,46,58,57,59,56,47,61,48/E:(1,2)(15,16)(34,35)(52,53)/rA:107cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;d2;d3;;;;;s1;s2;d7s8;s3;;;s4d9;s6d10;s5d16;s7d15;d8s15;s9d11;s10d14;d12s16;;d25;s11;s13w27;;s12;d29;;s26;s15s25;s14s33;s30s34s35;s32;s37;s38;s39;s40;s31;s31;s16s29;s26;d30;d32;s37s41;s17;s18;s19;s20;s21;s22;s23;s32;s38;s39;s40;s45;s24s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s25;s27;s28;s29;s33;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s42;s42;s43;s43;s43;s44;s44;s45;s45;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;/rC:-4.1286,5.8677,0;4.5408,4.5537,0;5.6859,9.4401,0;-5.1153,5.7052,0;5.1783,3.7832,0;6.5534,9.9376,0;-.8154,7.2965,0;-.5309,5.5849,0;-5.4023,7.4164,0;7.4209,8.4349,0;-3.7769,6.8094,0;3.5501,4.383,0;-1.1694,6.3612,0;5.6859,8.4349,0;.8091,6.687,0;3.8447,2.6732,0;-5.754,6.4747,0;7.4209,9.4401,0;4.8353,2.8438,0;.1706,7.4633,0;.4616,5.7438,0;-4.412,7.5885,0;6.5534,7.9272,0;3.1971,3.4419,0;2.1954,7.9252,0;2.8442,8.6863,0;-2.7902,6.9719,0;-2.1561,6.1987,0;3.1588,.7945,0;2.9126,5.1534,0;3.8009,.0278,0;-2.5903,1.1954,0;3.8287,8.5106,0;2.5346,6.979,0;4.1678,7.5644,0;3.5225,6.7938,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;3.4579,-.9116,0;4.7858,.2005,0;3.5018,1.7338,0;2.5068,9.6276,0;1.9267,4.9866,0;-3.2346,1.9602,0;0,2.0104,0;-6.7399,6.3078,0;8.2862,9.9414,0;5.4762,2.0762,0;.5205,8.4001,0;1.0968,4.9715,0;-4.0622,8.5253,0;6.5534,6.9272,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.2077,-.4429,0;2.1694,10.569,0;1.4725,3.1448,0;-3.811,5.4816,0;4.7143,5.0226,0;5.2533,9.6907,0;-5.2902,5.2368,0;5.6711,3.8681,0;6.5534,10.4376,0;-1.1331,7.6827,0;-.7079,5.1172,0;-5.7216,7.8011,0;7.8547,8.1862,0;1.7036,8.0152,0;-2.6139,7.4398,0;-2.3324,5.7308,0;2.6663,.7081,0;4.3214,8.5955,0;3.8302,9.0106,0;2.5301,6.479,0;4.4888,7.181,0;3.9548,6.5425,0;-1.0404,1.9719,0;-1.36,.5838,0;-.321,-.3833,0;1.36,.5838,0;1.3597,1.4149,0;2.9882,-.7401,0;3.9276,-1.083,0;3.2864,-1.3812,0;4.8722,-.292,0;4.6995,.693,0;5.2783,.2868,0;3.0321,1.9053,0;3.9714,1.5624,0;2.9775,9.7963,0;2.0361,9.4589,0;-7.0587,6.6931,0;8.7196,9.692,0;5.304,1.6068,0;.2023,8.7858,0;.9212,4.5033,0;-3.569,8.608,0;6.9865,6.6772,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;1.6999,-.5306,0;2.4927,10.9504,0;
Duplicates	ChEBI185860_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185860_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185860_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185750-0000185999/ChEBI185860_s0.sdf