CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185157_s0 (99817)

Formula C₄₂H₄₄O₂₂

MW 900.8

InChIKey KODIUHQQFDXEKV-VOTGCYKTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 108

Number_Heavy_Atoms 64

Number_Rings 8

Number_Bonds 115

Rotat_Bonds 24

Unbranched_Chain 2

Chiral_Centers 15

ONatoms 22

HB_Donor 16

HB_Acceptor 17

OpenEye_HB_Donors 16

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 16

Lipinski_HB_Acceptors 22

Lipinski_Violations 3

XLogP3 0

XLogP -4.58

logP -1.6303

PSA 386.9

MR 210.041

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -860.04649

PM7_Total_Energy_ev -12248.2786

PM7_Electronic_Energy_ev -169100.60349

PM7_Dipole_Debye 11.39446

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.588

PM7_LUMO_Energy_ev -0.243

PM7_COSMO_Area_square_ang 596.4

PM7_COSMO_Volue_cubic_ang 973.6

PM7_Electron_Affinity_ev 0.243

PM7_Ionization_Energy_ev 8.588

PM7_Energy_Gap_ev 8.345

PM7_Global_Hardness_ev 4.1725

PM7_Global_Softness_ev 0.2396644697423607

PM7_Chemical_Potential_ev -4.4155

PM7_Electronigativity_ev 4.4155

PM7_Back_Donation_Energy_ev -1.043125

PM7_Electrophilicity_ev 2.3363259736369084

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

SMILES c1cc(cc(c1)OC2C(C(C(C(O2)C(=O)O)O)O)O)C3C(Cc4c(c(c(cc4O)O)C5c6c(c(c(cc6O)O)C7C(C(C(C(O7)CO)O)O)O)OC(C5O)c8ccc(c(c8)O)O)O3)O

Canonical_SMILES OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O)cc(c2c1O[C@@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H](c1cccc(c1)O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)[C@@H](C2)O)O)O)O

InChI 1/C42H44O22/c43-11-23-28(51)30(53)32(55)39(61-23)26-21(49)10-20(48)25-27(29(52)36(63-38(25)26)13-4-5-16(44)18(46)7-13)24-19(47)9-17(45)15-8-22(50)35(62-37(15)24)12-2-1-3-14(6-12)60-42-34(57)31(54)33(56)40(64-42)41(58)59/h1-7,9-10,22-23,27-36,39-40,42-57H,8,11H2,(H,58,59)/f/h58H

InChI_3D 1S/C42H44O22/c43-11-23-28(51)30(53)32(55)39(61-23)26-21(49)10-20(48)25-27(29(52)36(63-38(25)26)13-4-5-16(44)18(46)7-13)24-19(47)9-17(45)15-8-22(50)35(62-37(15)24)12-2-1-3-14(6-12)60-42-34(57)31(54)33(56)40(64-42)41(58)59/h1-7,9-10,22-23,27-36,39-40,42-57H,8,11H2,(H,58,59)/t22-,23-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,39-,40-,42+/m1/s1

AuxInfo 1/1/N:1,2,4,3,5,6,7,26,8,9,42,10,11,18,12,19,21,20,22,23,24,32,40,13,14,15,27,38,33,36,37,34,35,39,28,29,16,17,30,31,25,41,63,48,50,49,51,52,53,55,61,56,59,60,57,58,62,43,54,64,46,44,45,47/E:(58,59)/F:1,2,4,3,5,6,7,26,8,9,42,10,11,18,12,19,21,20,22,23,24,32,40,13,14,15,27,38,33,36,37,34,35,39,28,29,16,17,30,31,25,41,63,48,50,49,51,52,53,55,61,56,59,60,57,58,62,54,43,64,46,44,45,47/rA:108cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;;s2d6;s3d7;;;;;d12s13;d14s15;d4s6;s5;s7d19;d8s12;s8d13;d9s14;s9d15;;s12;s13s14;s10;s11;s15;s25;s26s28;s27s29;s30;s31;s34;s35;s36;s37;s38;s39;s40;d25;s16s28;s17s29;s30s40;s31s41;s19;s20;s21;s22;s23;s24;s25;s32;s33;s34;s35;s36;s37;s38;s39;s42;s18s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s26;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s42;s48;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;s61;s62;s63;/rC:3.5228,3.6512,0;3.1823,2.7109,0;-1.6367,5.3604,0;4.5129,3.8245,0;-2.5005,5.8643,0;4.8121,2.1155,0;-2.5068,3.8592,0;;2.5435,5.3174,0;3.8219,1.9422,0;-1.6354,4.3604,0;1.736,-.0012,0;.868,1.5138,0;1.2112,4.2044,0;.9072,5.9238,0;1.7374,1.0057,0;.5651,4.9767,0;5.1626,3.0576,0;-3.3719,5.3631,0;-3.3794,4.358,0;.868,-.4978,0;0,1.0057,0;2.1959,4.3792,0;1.8992,6.0897,0;8.574,3.2366,0;2.6026,-.5032,0;.8674,3.2638,0;3.4774,1.0034,0;-.7695,3.8603,0;-.2134,7.2679,0;8.2258,4.174,0;3.4761,-.0036,0;-.1234,3.0878,0;.6597,7.7661,0;8.2231,5.1792,0;.662,8.7661,0;7.3542,5.6743,0;-.2,9.2731,0;6.4881,5.1745,0;-1.0731,8.775,0;6.4908,4.1693,0;-2.7992,8.4867,0;7.9363,2.4663,0;2.6052,1.5109,0;-.4249,4.8087,0;-1.0843,7.7699,0;7.3597,3.6639,0;-4.2356,5.8671,0;-4.2462,3.8594,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3176,3.036,0;2.2467,7.0274,0;9.56,3.0694,0;5.2002,.2965,0;-1.6395,2.2138,0;2.3841,8.0644,0;8.814,6.8264,0;1.2706,10.4068,0;6.227,7.0129,0;-1.3167,10.6205,0;5.5036,4.9991,0;-3.7856,8.322,0;6.1476,3.23,0;3.2013,4.0341,0;2.6898,2.6247,0;-1.2033,5.6097,0;4.6831,4.2947,0;-2.499,6.3643,0;5.1319,1.7311,0;-2.5061,3.3592,0;-.4327,-.2506,0;3.0362,5.4022,0;2.9228,-.8872,0;2.2803,-.8855,0;1.3597,3.1767,0;3.9696,.9156,0;-1.0912,3.4775,0;-.5353,6.8853,0;8.7178,4.2631,0;3.6456,-.474,0;.0478,2.6181,0;.8288,7.2955,0;8.7158,5.0941,0;1.154,8.6772,0;7.6742,6.0585,0;.1241,9.6538,0;6.3167,5.6442,0;-1.2408,9.246,0;5.9983,4.2557,0;-2.8816,8.9799,0;-2.7169,7.9936,0;-4.2333,6.3671,0;-4.247,3.3594,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8102,3.1217,0;2.7396,7.1113,0;9.7341,2.6007,0;5.5207,-.0873,0;-2.0723,2.4641,0;2.5566,8.5337,0;9.306,6.9155,0;1.7635,10.4907,0;6.3972,7.4831,0;-1.1428,11.0893,0;5.1815,5.3816,0;-4.1035,8.708,0;

Duplicates ChEBI185157_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185157_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185157_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185157_s0.sdf

Formula	C₄₂H₄₄O₂₂
MW	900.8
InChIKey	KODIUHQQFDXEKV-VOTGCYKTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	108
Number_Heavy_Atoms	64
Number_Rings	8
Number_Bonds	115
Rotat_Bonds	24
Unbranched_Chain	2
Chiral_Centers	15
ONatoms	22
HB_Donor	16
HB_Acceptor	17
OpenEye_HB_Donors	16
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	16
Lipinski_HB_Acceptors	22
Lipinski_Violations	3
XLogP3	0
XLogP	-4.58
logP	-1.6303
PSA	386.9
MR	210.041
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-860.04649
PM7_Total_Energy_ev	-12248.2786
PM7_Electronic_Energy_ev	-169100.60349
PM7_Dipole_Debye	11.39446
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.588
PM7_LUMO_Energy_ev	-0.243
PM7_COSMO_Area_square_ang	596.4
PM7_COSMO_Volue_cubic_ang	973.6
PM7_Electron_Affinity_ev	0.243
PM7_Ionization_Energy_ev	8.588
PM7_Energy_Gap_ev	8.345
PM7_Global_Hardness_ev	4.1725
PM7_Global_Softness_ev	0.2396644697423607
PM7_Chemical_Potential_ev	-4.4155
PM7_Electronigativity_ev	4.4155
PM7_Back_Donation_Energy_ev	-1.043125
PM7_Electrophilicity_ev	2.3363259736369084
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-6-[3-[(2~{S},3~{R})-8-[(2~{S},3~{R},4~{S})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chroman-4-yl]-3,5,7-trihydroxy-chroman-2-yl]phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc(c1)OC2C(C(C(C(O2)C(=O)O)O)O)O)C3C(Cc4c(c(c(cc4O)O)C5c6c(c(c(cc6O)O)C7C(C(C(C(O7)CO)O)O)O)OC(C5O)c8ccc(c(c8)O)O)O3)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(O)cc(c2c1O[C@@H](c1ccc(c(c1)O)O)[C@@H]([C@H]2c1c(O)cc(c2c1O[C@@H](c1cccc(c1)O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)[C@@H](C2)O)O)O)O
InChI	1/C42H44O22/c43-11-23-28(51)30(53)32(55)39(61-23)26-21(49)10-20(48)25-27(29(52)36(63-38(25)26)13-4-5-16(44)18(46)7-13)24-19(47)9-17(45)15-8-22(50)35(62-37(15)24)12-2-1-3-14(6-12)60-42-34(57)31(54)33(56)40(64-42)41(58)59/h1-7,9-10,22-23,27-36,39-40,42-57H,8,11H2,(H,58,59)/f/h58H
InChI_3D	1S/C42H44O22/c43-11-23-28(51)30(53)32(55)39(61-23)26-21(49)10-20(48)25-27(29(52)36(63-38(25)26)13-4-5-16(44)18(46)7-13)24-19(47)9-17(45)15-8-22(50)35(62-37(15)24)12-2-1-3-14(6-12)60-42-34(57)31(54)33(56)40(64-42)41(58)59/h1-7,9-10,22-23,27-36,39-40,42-57H,8,11H2,(H,58,59)/t22-,23-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,39-,40-,42+/m1/s1
AuxInfo	1/1/N:1,2,4,3,5,6,7,26,8,9,42,10,11,18,12,19,21,20,22,23,24,32,40,13,14,15,27,38,33,36,37,34,35,39,28,29,16,17,30,31,25,41,63,48,50,49,51,52,53,55,61,56,59,60,57,58,62,43,54,64,46,44,45,47/E:(58,59)/F:1,2,4,3,5,6,7,26,8,9,42,10,11,18,12,19,21,20,22,23,24,32,40,13,14,15,27,38,33,36,37,34,35,39,28,29,16,17,30,31,25,41,63,48,50,49,51,52,53,55,61,56,59,60,57,58,62,54,43,64,46,44,45,47/rA:108cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;;;;;s2d6;s3d7;;;;;d12s13;d14s15;d4s6;s5;s7d19;d8s12;s8d13;d9s14;s9d15;;s12;s13s14;s10;s11;s15;s25;s26s28;s27s29;s30;s31;s34;s35;s36;s37;s38;s39;s40;d25;s16s28;s17s29;s30s40;s31s41;s19;s20;s21;s22;s23;s24;s25;s32;s33;s34;s35;s36;s37;s38;s39;s42;s18s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s26;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;s42;s48;s49;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;s61;s62;s63;/rC:3.5228,3.6512,0;3.1823,2.7109,0;-1.6367,5.3604,0;4.5129,3.8245,0;-2.5005,5.8643,0;4.8121,2.1155,0;-2.5068,3.8592,0;;2.5435,5.3174,0;3.8219,1.9422,0;-1.6354,4.3604,0;1.736,-.0012,0;.868,1.5138,0;1.2112,4.2044,0;.9072,5.9238,0;1.7374,1.0057,0;.5651,4.9767,0;5.1626,3.0576,0;-3.3719,5.3631,0;-3.3794,4.358,0;.868,-.4978,0;0,1.0057,0;2.1959,4.3792,0;1.8992,6.0897,0;8.574,3.2366,0;2.6026,-.5032,0;.8674,3.2638,0;3.4774,1.0034,0;-.7695,3.8603,0;-.2134,7.2679,0;8.2258,4.174,0;3.4761,-.0036,0;-.1234,3.0878,0;.6597,7.7661,0;8.2231,5.1792,0;.662,8.7661,0;7.3542,5.6743,0;-.2,9.2731,0;6.4881,5.1745,0;-1.0731,8.775,0;6.4908,4.1693,0;-2.7992,8.4867,0;7.9363,2.4663,0;2.6052,1.5109,0;-.4249,4.8087,0;-1.0843,7.7699,0;7.3597,3.6639,0;-4.2356,5.8671,0;-4.2462,3.8594,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3176,3.036,0;2.2467,7.0274,0;9.56,3.0694,0;5.2002,.2965,0;-1.6395,2.2138,0;2.3841,8.0644,0;8.814,6.8264,0;1.2706,10.4068,0;6.227,7.0129,0;-1.3167,10.6205,0;5.5036,4.9991,0;-3.7856,8.322,0;6.1476,3.23,0;3.2013,4.0341,0;2.6898,2.6247,0;-1.2033,5.6097,0;4.6831,4.2947,0;-2.499,6.3643,0;5.1319,1.7311,0;-2.5061,3.3592,0;-.4327,-.2506,0;3.0362,5.4022,0;2.9228,-.8872,0;2.2803,-.8855,0;1.3597,3.1767,0;3.9696,.9156,0;-1.0912,3.4775,0;-.5353,6.8853,0;8.7178,4.2631,0;3.6456,-.474,0;.0478,2.6181,0;.8288,7.2955,0;8.7158,5.0941,0;1.154,8.6772,0;7.6742,6.0585,0;.1241,9.6538,0;6.3167,5.6442,0;-1.2408,9.246,0;5.9983,4.2557,0;-2.8816,8.9799,0;-2.7169,7.9936,0;-4.2333,6.3671,0;-4.247,3.3594,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8102,3.1217,0;2.7396,7.1113,0;9.7341,2.6007,0;5.5207,-.0873,0;-2.0723,2.4641,0;2.5566,8.5337,0;9.306,6.9155,0;1.7635,10.4907,0;6.3972,7.4831,0;-1.1428,11.0893,0;5.1815,5.3816,0;-4.1035,8.708,0;
Duplicates	ChEBI185157_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185157_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185157_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185157_s0.sdf