CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186019_s0 (100592)

Formula C₄₅H₄₆O₁₆

MW 842.85

InChIKey CUHWLROPBRPTOG-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 23

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 16

HB_Donor 12

HB_Acceptor 14

OpenEye_HB_Donors 12

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 12

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP 0.53

logP 4.998

PSA 295.36

MR 221.894

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -577.0254

PM7_Total_Energy_ev -10871.68998

PM7_Electronic_Energy_ev -139377.65737

PM7_Dipole_Debye 6.27383

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.478

PM7_LUMO_Energy_ev -0.629

PM7_COSMO_Area_square_ang 673.1

PM7_COSMO_Volue_cubic_ang 959.84

PM7_Electron_Affinity_ev 0.629

PM7_Ionization_Energy_ev 8.478

PM7_Energy_Gap_ev 7.849

PM7_Global_Hardness_ev 3.9245

PM7_Global_Softness_ev 0.25480952987641736

PM7_Chemical_Potential_ev -4.5535

PM7_Electronigativity_ev 4.5535

PM7_Back_Donation_Energy_ev -0.981125

PM7_Electrophilicity_ev 2.6416565486049177

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

SMILES c1cc(c(c(c1C(=O)C2C(C=C(CC2c3ccc(cc3O)O)C)c4c(cc(cc4O)C=Cc5cc(c(cc5O)O)O)O)OC6C(C(C(C(O6)C(=O)O)O)O)O)CC=C(C)C)O

Canonical_SMILES CC(=CCc1c(O)ccc(c1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C(=O)[C@@H]1[C@@H](C=C(C[C@@H]1c1ccc(cc1O)O)C)c1c(O)cc(cc1O)/C=C/c1cc(O)c(cc1O)O)C

InChI 1/C45H46O16/c1-19(2)4-8-25-29(47)11-10-26(42(25)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-27(24-9-7-23(46)17-31(24)49)12-20(3)13-28(36)37-34(52)14-21(15-35(37)53)5-6-22-16-32(50)33(51)18-30(22)48/h4-7,9-11,13-18,27-28,36,39-41,43,45-53,55-57H,8,12H2,1-3H3,(H,58,59)/f/h58H

InChI_3D 1S/C45H46O16/c1-19(2)4-8-25-29(47)11-10-26(42(25)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-27(24-9-7-23(46)17-31(24)49)12-20(3)13-28(36)37-34(52)14-21(15-35(37)53)5-6-22-16-32(50)33(51)18-30(22)48/h4-7,9-11,13-18,27-28,36,39-41,43,45-53,55-57H,8,12H2,1-3H3,(H,58,59)/b6-5+/t27-,28-,36+,39+,40-,41+,43-,45+/m1/s1

AuxInfo 1/1/N:43,44,42,29,27,28,4,45,2,1,3,33,25,5,6,7,8,9,31,26,11,12,16,13,15,10,35,34,17,21,22,20,23,18,19,36,14,30,39,38,40,24,37,32,41,49,50,54,55,53,56,51,52,46,59,58,60,47,57,61,48/E:(1,2)(14,15)(34,35)(52,53)(58,59)/F:43,44,42,29,27,28,4,45,2,1,3,33,25,5,6,7,8,9,31,26,11,12,16,13,15,10,35,34,17,21,22,20,23,18,19,36,14,30,39,38,40,24,37,32,41,49,50,54,55,53,56,51,52,46,59,58,60,57,47,61,48/E:(1,2)(14,15)(34,35)(52,53)/rA:107cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1;d5s6;d7;s2;;;s4d8;s3d15;s5d14;d6s14;s7;d9s12;s8d13;s9d20;d10s15;;d25;s11;s12w27;;s10;d29;;s26;s14s25;s13s33;s30s34s35;s32;s37;s38;s39;s40;s26;s31;s31;s15s29;d30;d32;s37s41;s16;s17;s18;s19;s20;s21;s22;s23;s32;s38;s39;s40;s24s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s25;s27;s28;s29;s33;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s42;s42;s43;s43;s43;s44;s44;s44;s45;s45;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;/rC:4.5408,4.5537,0;5.6859,9.4401,0;5.1783,3.7832,0;6.5534,9.9376,0;-.8154,7.2965,0;-.5309,5.5849,0;-4.4088,7.5845,0;7.4209,8.4349,0;-5.1187,5.7092,0;3.5501,4.383,0;-1.1694,6.3612,0;-3.7769,6.8094,0;5.6859,8.4349,0;.8091,6.687,0;3.8447,2.6732,0;7.4209,9.4401,0;4.8353,2.8438,0;.1706,7.4633,0;.4616,5.7438,0;-5.4006,7.4212,0;-4.1268,5.8726,0;6.5534,7.9272,0;-5.7606,6.4827,0;3.1971,3.4419,0;2.1954,7.9252,0;2.8442,8.6863,0;-2.1561,6.1987,0;-2.7902,6.9719,0;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;2.5068,9.6276,0;3.4579,-.9116,0;4.7858,.2005,0;3.5018,1.7338,0;1.9267,4.9866,0;-3.2346,1.9602,0;0,2.0104,0;8.2862,9.9414,0;5.4762,2.0762,0;.5205,8.4001,0;1.0968,4.9715,0;-6.0325,8.1963,0;-3.4916,5.1003,0;6.5534,6.9272,0;-6.7473,6.3202,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.2077,-.4429,0;1.4725,3.1448,0;4.7143,5.0226,0;5.2533,9.6907,0;5.6711,3.8681,0;6.5534,10.4376,0;-1.1331,7.6827,0;-.7079,5.1172,0;-4.2318,8.0522,0;7.8547,8.1862,0;-5.2936,5.2408,0;1.7036,8.0152,0;-2.3324,5.7308,0;-2.6139,7.4398,0;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;2.9775,9.7963,0;2.0361,9.4589,0;2.3381,10.0983,0;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;8.7196,9.692,0;5.304,1.6068,0;.2023,8.7858,0;.9212,4.5033,0;-5.8548,8.6636,0;-3.6672,4.6321,0;6.9865,6.6772,0;-7.0644,6.7068,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;1.6999,-.5306,0;

Duplicates ChEBI186019_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186019_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186019_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186019_s0.sdf

Formula	C₄₅H₄₆O₁₆
MW	842.85
InChIKey	CUHWLROPBRPTOG-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	23
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	16
HB_Donor	12
HB_Acceptor	14
OpenEye_HB_Donors	12
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	12
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	0.53
logP	4.998
PSA	295.36
MR	221.894
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-577.0254
PM7_Total_Energy_ev	-10871.68998
PM7_Electronic_Energy_ev	-139377.65737
PM7_Dipole_Debye	6.27383
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.478
PM7_LUMO_Energy_ev	-0.629
PM7_COSMO_Area_square_ang	673.1
PM7_COSMO_Volue_cubic_ang	959.84
PM7_Electron_Affinity_ev	0.629
PM7_Ionization_Energy_ev	8.478
PM7_Energy_Gap_ev	7.849
PM7_Global_Hardness_ev	3.9245
PM7_Global_Softness_ev	0.25480952987641736
PM7_Chemical_Potential_ev	-4.5535
PM7_Electronigativity_ev	4.5535
PM7_Back_Donation_Energy_ev	-0.981125
PM7_Electrophilicity_ev	2.6416565486049177
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-[2,6-dihydroxy-4-[(~{E})-2-(2,4,5-trihydroxyphenyl)vinyl]phenyl]-4-methyl-cyclohex-3-ene-1-carbonyl]-3-hydroxy-2-(3-methylbut-2-enyl)phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(c(c1C(=O)C2C(C=C(CC2c3ccc(cc3O)O)C)c4c(cc(cc4O)C=Cc5cc(c(cc5O)O)O)O)OC6C(C(C(C(O6)C(=O)O)O)O)O)CC=C(C)C)O
Canonical_SMILES	CC(=CCc1c(O)ccc(c1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C(=O)[C@@H]1[C@@H](C=C(C[C@@H]1c1ccc(cc1O)O)C)c1c(O)cc(cc1O)/C=C/c1cc(O)c(cc1O)O)C
InChI	1/C45H46O16/c1-19(2)4-8-25-29(47)11-10-26(42(25)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-27(24-9-7-23(46)17-31(24)49)12-20(3)13-28(36)37-34(52)14-21(15-35(37)53)5-6-22-16-32(50)33(51)18-30(22)48/h4-7,9-11,13-18,27-28,36,39-41,43,45-53,55-57H,8,12H2,1-3H3,(H,58,59)/f/h58H
InChI_3D	1S/C45H46O16/c1-19(2)4-8-25-29(47)11-10-26(42(25)60-45-41(57)39(55)40(56)43(61-45)44(58)59)38(54)36-27(24-9-7-23(46)17-31(24)49)12-20(3)13-28(36)37-34(52)14-21(15-35(37)53)5-6-22-16-32(50)33(51)18-30(22)48/h4-7,9-11,13-18,27-28,36,39-41,43,45-53,55-57H,8,12H2,1-3H3,(H,58,59)/b6-5+/t27-,28-,36+,39+,40-,41+,43-,45+/m1/s1
AuxInfo	1/1/N:43,44,42,29,27,28,4,45,2,1,3,33,25,5,6,7,8,9,31,26,11,12,16,13,15,10,35,34,17,21,22,20,23,18,19,36,14,30,39,38,40,24,37,32,41,49,50,54,55,53,56,51,52,46,59,58,60,47,57,61,48/E:(1,2)(14,15)(34,35)(52,53)(58,59)/F:43,44,42,29,27,28,4,45,2,1,3,33,25,5,6,7,8,9,31,26,11,12,16,13,15,10,35,34,17,21,22,20,23,18,19,36,14,30,39,38,40,24,37,32,41,49,50,54,55,53,56,51,52,46,59,58,60,57,47,61,48/E:(1,2)(14,15)(34,35)(52,53)/rA:107cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1;d5s6;d7;s2;;;s4d8;s3d15;s5d14;d6s14;s7;d9s12;s8d13;s9d20;d10s15;;d25;s11;s12w27;;s10;d29;;s26;s14s25;s13s33;s30s34s35;s32;s37;s38;s39;s40;s26;s31;s31;s15s29;d30;d32;s37s41;s16;s17;s18;s19;s20;s21;s22;s23;s32;s38;s39;s40;s24s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s25;s27;s28;s29;s33;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s42;s42;s43;s43;s43;s44;s44;s44;s45;s45;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;/rC:4.5408,4.5537,0;5.6859,9.4401,0;5.1783,3.7832,0;6.5534,9.9376,0;-.8154,7.2965,0;-.5309,5.5849,0;-4.4088,7.5845,0;7.4209,8.4349,0;-5.1187,5.7092,0;3.5501,4.383,0;-1.1694,6.3612,0;-3.7769,6.8094,0;5.6859,8.4349,0;.8091,6.687,0;3.8447,2.6732,0;7.4209,9.4401,0;4.8353,2.8438,0;.1706,7.4633,0;.4616,5.7438,0;-5.4006,7.4212,0;-4.1268,5.8726,0;6.5534,7.9272,0;-5.7606,6.4827,0;3.1971,3.4419,0;2.1954,7.9252,0;2.8442,8.6863,0;-2.1561,6.1987,0;-2.7902,6.9719,0;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;2.5068,9.6276,0;3.4579,-.9116,0;4.7858,.2005,0;3.5018,1.7338,0;1.9267,4.9866,0;-3.2346,1.9602,0;0,2.0104,0;8.2862,9.9414,0;5.4762,2.0762,0;.5205,8.4001,0;1.0968,4.9715,0;-6.0325,8.1963,0;-3.4916,5.1003,0;6.5534,6.9272,0;-6.7473,6.3202,0;-2.9305,.2551,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.2077,-.4429,0;1.4725,3.1448,0;4.7143,5.0226,0;5.2533,9.6907,0;5.6711,3.8681,0;6.5534,10.4376,0;-1.1331,7.6827,0;-.7079,5.1172,0;-4.2318,8.0522,0;7.8547,8.1862,0;-5.2936,5.2408,0;1.7036,8.0152,0;-2.3324,5.7308,0;-2.6139,7.4398,0;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;2.9775,9.7963,0;2.0361,9.4589,0;2.3381,10.0983,0;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;8.7196,9.692,0;5.304,1.6068,0;.2023,8.7858,0;.9212,4.5033,0;-5.8548,8.6636,0;-3.6672,4.6321,0;6.9865,6.6772,0;-7.0644,6.7068,0;-3.4227,.1673,0;-1.9551,-1.2359,0;.9521,-1.8113,0;1.6999,-.5306,0;
Duplicates	ChEBI186019_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186019_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186019_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186000-0000186249/ChEBI186019_s0.sdf