CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184802_s0 (99497)

Formula C₄₂H₄₄O₂₁

MW 884.8

InChIKey QWDSFOWDLHHGEA-DWJIEDQXNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 107

Number_Heavy_Atoms 63

Number_Rings 8

Number_Bonds 114

Rotat_Bonds 23

Unbranched_Chain 2

Chiral_Centers 15

ONatoms 21

HB_Donor 15

HB_Acceptor 16

OpenEye_HB_Donors 15

OpenEye_HB_Acceptors 12

Lipinski_HB_Donors 15

Lipinski_HB_Acceptors 21

Lipinski_Violations 3

XLogP3 0

XLogP -3.91

logP -1.3359

PSA 366.67

MR 208.018

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -808.08609

PM7_Total_Energy_ev -11953.0536

PM7_Electronic_Energy_ev -158560.90918

PM7_Dipole_Debye 8.33496

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.05

PM7_LUMO_Energy_ev -0.229

PM7_COSMO_Area_square_ang 655.22

PM7_COSMO_Volue_cubic_ang 954.96

PM7_Electron_Affinity_ev 0.229

PM7_Ionization_Energy_ev 9.05

PM7_Energy_Gap_ev 8.821

PM7_Global_Hardness_ev 4.4105

PM7_Global_Softness_ev 0.22673166307674866

PM7_Chemical_Potential_ev -4.6395

PM7_Electronigativity_ev 4.6395

PM7_Back_Donation_Energy_ev -1.102625

PM7_Electrophilicity_ev 2.4401950175717038

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

SMILES c1cc(cc(c1)O)C2C(Cc3c(c(c(cc3O)O)C4c5c(c(c(cc5O)O)C6C(C(C(C(O6)CO)O)O)O)OC(C4O)c7cccc(c7)OC8C(C(C(C(O8)C(=O)O)O)O)O)O2)O

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

InChI 1/C42H44O21/c43-12-23-28(50)30(52)32(54)39(60-23)26-21(48)11-20(47)25-27(24-19(46)10-18(45)17-9-22(49)35(61-37(17)24)13-3-1-5-15(44)7-13)29(51)36(62-38(25)26)14-4-2-6-16(8-14)59-42-34(56)31(53)33(55)40(63-42)41(57)58/h1-8,10-11,22-23,27-36,39-40,42-56H,9,12H2,(H,57,58)/f/h57H

InChI_3D 1S/C42H44O21/c43-12-23-28(50)30(52)32(54)39(60-23)26-21(48)11-20(47)25-27(24-19(46)10-18(45)17-9-22(49)35(61-37(17)24)13-3-1-5-15(44)7-13)29(51)36(62-38(25)26)14-4-2-6-16(8-14)59-42-34(56)31(53)33(55)40(63-42)41(57)58/h1-8,10-11,22-23,27-36,39-40,42-56H,9,12H2,(H,57,58)/t22-,23-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,39-,40-,42+/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,26,9,10,42,11,12,19,20,13,21,22,23,24,32,40,14,15,16,27,38,33,36,37,34,35,39,28,29,17,18,30,31,25,41,62,48,49,50,51,52,54,60,55,58,59,56,57,61,43,53,63,46,44,45,47/E:(57,58)/F:1,2,3,4,5,6,7,8,26,9,10,42,11,12,19,20,13,21,22,23,24,32,40,14,15,16,27,38,33,36,37,34,35,39,28,29,17,18,30,31,25,41,62,48,49,50,51,52,54,60,55,58,59,56,57,61,53,43,63,46,44,45,47/rA:107cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;;;s3d7;s4d8;;;;;d13s14;d15s16;d5s7;d6s8;d9s13;s9d14;d10s15;s10d16;;s13;s14s15;s11;s12;s16;s25;s26s28;s27s29;s30;s31;s34;s35;s36;s37;s38;s39;s40;d25;s17s28;s18s29;s30s40;s31s41;s19;s21;s22;s23;s24;s25;s32;s33;s34;s35;s36;s37;s38;s39;s42;s20s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;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;/rC:3.5228,3.6512,0;-2.5005,5.8643,0;3.1823,2.7109,0;-1.6367,5.3604,0;4.5129,3.8245,0;-3.3719,5.3631,0;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;-3.3794,4.358,0;.868,-.4978,0;0,1.0057,0;2.1959,4.3792,0;1.8992,6.0897,0;-6.1136,2.31,0;2.6026,-.5032,0;.8674,3.2638,0;3.4774,1.0034,0;-.7695,3.8603,0;-.2134,7.2679,0;-6.4467,3.2529,0;3.4761,-.0036,0;-.1234,3.0878,0;.6597,7.7661,0;-7.0886,4.0265,0;.662,8.7661,0;-6.7386,4.9633,0;-.2,9.2731,0;-5.7533,5.1344,0;-1.0731,8.775,0;-5.1115,4.3608,0;-2.7992,8.4867,0;-5.1305,2.1271,0;2.6052,1.5109,0;-.4249,4.8087,0;-1.0843,7.7699,0;-5.4549,3.4161,0;6.1476,3.23,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3176,3.036,0;2.2467,7.0274,0;-6.7636,1.5501,0;5.2002,.2965,0;-1.6395,2.2138,0;2.3841,8.0644,0;-8.5975,4.9128,0;1.2706,10.4068,0;-6.7306,6.7133,0;-1.3167,10.6205,0;-4.885,5.6304,0;-3.7856,8.322,0;-4.2462,3.8594,0;3.2013,4.0341,0;-2.499,6.3643,0;2.6898,2.6247,0;-1.2033,5.6097,0;4.6831,4.2947,0;-3.8037,5.6151,0;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;-6.8816,3.0062,0;3.6456,-.474,0;.0478,2.6181,0;.8288,7.2955,0;-7.4124,3.6456,0;1.154,8.6772,0;-7.2304,5.0534,0;.1241,9.6538,0;-5.9226,5.6048,0;-1.2408,9.246,0;-4.7887,4.7427,0;-2.8816,8.9799,0;-2.7169,7.9936,0;6.3192,3.6996,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8102,3.1217,0;2.7396,7.1113,0;-6.5971,1.0787,0;5.5207,-.0873,0;-2.0723,2.4641,0;2.5566,8.5337,0;-9.0324,4.6661,0;1.7635,10.4907,0;-7.1625,6.9653,0;-1.1428,11.0893,0;-4.8827,6.1304,0;-4.1035,8.708,0;

Duplicates ChEBI184802_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184802_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184802_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184802_s0.sdf

Formula	C₄₂H₄₄O₂₁
MW	884.8
InChIKey	QWDSFOWDLHHGEA-DWJIEDQXNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	107
Number_Heavy_Atoms	63
Number_Rings	8
Number_Bonds	114
Rotat_Bonds	23
Unbranched_Chain	2
Chiral_Centers	15
ONatoms	21
HB_Donor	15
HB_Acceptor	16
OpenEye_HB_Donors	15
OpenEye_HB_Acceptors	12
Lipinski_HB_Donors	15
Lipinski_HB_Acceptors	21
Lipinski_Violations	3
XLogP3	0
XLogP	-3.91
logP	-1.3359
PSA	366.67
MR	208.018
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-808.08609
PM7_Total_Energy_ev	-11953.0536
PM7_Electronic_Energy_ev	-158560.90918
PM7_Dipole_Debye	8.33496
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.05
PM7_LUMO_Energy_ev	-0.229
PM7_COSMO_Area_square_ang	655.22
PM7_COSMO_Volue_cubic_ang	954.96
PM7_Electron_Affinity_ev	0.229
PM7_Ionization_Energy_ev	9.05
PM7_Energy_Gap_ev	8.821
PM7_Global_Hardness_ev	4.4105
PM7_Global_Softness_ev	0.22673166307674866
PM7_Chemical_Potential_ev	-4.6395
PM7_Electronigativity_ev	4.6395
PM7_Back_Donation_Energy_ev	-1.102625
PM7_Electrophilicity_ev	2.4401950175717038
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-[3-[(2~{S},3~{R},4~{S})-3,5,7-trihydroxy-8-[(2~{R},3~{S},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-4-[(2~{S},3~{R})-3,5,7-trihydroxy-2-(3-hydroxyphenyl)chroman-8-yl]chroman-2-yl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(cc(c1)O)C2C(Cc3c(c(c(cc3O)O)C4c5c(c(c(cc5O)O)C6C(C(C(C(O6)CO)O)O)O)OC(C4O)c7cccc(c7)OC8C(C(C(C(O8)C(=O)O)O)O)O)O2)O
Canonical_SMILES	OC[C@H]1O[C@@H]([C@H]([C@@H]([C@@H]1O)O)O)c1c(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]([C@H]2c1c(O)cc(c2c1O[C@H]([C@@H](C2)O)c1cccc(c1)O)O)O)O
InChI	1/C42H44O21/c43-12-23-28(50)30(52)32(54)39(60-23)26-21(48)11-20(47)25-27(24-19(46)10-18(45)17-9-22(49)35(61-37(17)24)13-3-1-5-15(44)7-13)29(51)36(62-38(25)26)14-4-2-6-16(8-14)59-42-34(56)31(53)33(55)40(63-42)41(57)58/h1-8,10-11,22-23,27-36,39-40,42-56H,9,12H2,(H,57,58)/f/h57H
InChI_3D	1S/C42H44O21/c43-12-23-28(50)30(52)32(54)39(60-23)26-21(48)11-20(47)25-27(24-19(46)10-18(45)17-9-22(49)35(61-37(17)24)13-3-1-5-15(44)7-13)29(51)36(62-38(25)26)14-4-2-6-16(8-14)59-42-34(56)31(53)33(55)40(63-42)41(57)58/h1-8,10-11,22-23,27-36,39-40,42-56H,9,12H2,(H,57,58)/t22-,23-,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,39-,40-,42+/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,26,9,10,42,11,12,19,20,13,21,22,23,24,32,40,14,15,16,27,38,33,36,37,34,35,39,28,29,17,18,30,31,25,41,62,48,49,50,51,52,54,60,55,58,59,56,57,61,43,53,63,46,44,45,47/E:(57,58)/F:1,2,3,4,5,6,7,8,26,9,10,42,11,12,19,20,13,21,22,23,24,32,40,14,15,16,27,38,33,36,37,34,35,39,28,29,17,18,30,31,25,41,62,48,49,50,51,52,54,60,55,58,59,56,57,61,53,43,63,46,44,45,47/rA:107cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;;;s3d7;s4d8;;;;;d13s14;d15s16;d5s7;d6s8;d9s13;s9d14;d10s15;s10d16;;s13;s14s15;s11;s12;s16;s25;s26s28;s27s29;s30;s31;s34;s35;s36;s37;s38;s39;s40;d25;s17s28;s18s29;s30s40;s31s41;s19;s21;s22;s23;s24;s25;s32;s33;s34;s35;s36;s37;s38;s39;s42;s20s41;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;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;/rC:3.5228,3.6512,0;-2.5005,5.8643,0;3.1823,2.7109,0;-1.6367,5.3604,0;4.5129,3.8245,0;-3.3719,5.3631,0;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;-3.3794,4.358,0;.868,-.4978,0;0,1.0057,0;2.1959,4.3792,0;1.8992,6.0897,0;-6.1136,2.31,0;2.6026,-.5032,0;.8674,3.2638,0;3.4774,1.0034,0;-.7695,3.8603,0;-.2134,7.2679,0;-6.4467,3.2529,0;3.4761,-.0036,0;-.1234,3.0878,0;.6597,7.7661,0;-7.0886,4.0265,0;.662,8.7661,0;-6.7386,4.9633,0;-.2,9.2731,0;-5.7533,5.1344,0;-1.0731,8.775,0;-5.1115,4.3608,0;-2.7992,8.4867,0;-5.1305,2.1271,0;2.6052,1.5109,0;-.4249,4.8087,0;-1.0843,7.7699,0;-5.4549,3.4161,0;6.1476,3.23,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3176,3.036,0;2.2467,7.0274,0;-6.7636,1.5501,0;5.2002,.2965,0;-1.6395,2.2138,0;2.3841,8.0644,0;-8.5975,4.9128,0;1.2706,10.4068,0;-6.7306,6.7133,0;-1.3167,10.6205,0;-4.885,5.6304,0;-3.7856,8.322,0;-4.2462,3.8594,0;3.2013,4.0341,0;-2.499,6.3643,0;2.6898,2.6247,0;-1.2033,5.6097,0;4.6831,4.2947,0;-3.8037,5.6151,0;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;-6.8816,3.0062,0;3.6456,-.474,0;.0478,2.6181,0;.8288,7.2955,0;-7.4124,3.6456,0;1.154,8.6772,0;-7.2304,5.0534,0;.1241,9.6538,0;-5.9226,5.6048,0;-1.2408,9.246,0;-4.7887,4.7427,0;-2.8816,8.9799,0;-2.7169,7.9936,0;6.3192,3.6996,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8102,3.1217,0;2.7396,7.1113,0;-6.5971,1.0787,0;5.5207,-.0873,0;-2.0723,2.4641,0;2.5566,8.5337,0;-9.0324,4.6661,0;1.7635,10.4907,0;-7.1625,6.9653,0;-1.1428,11.0893,0;-4.8827,6.1304,0;-4.1035,8.708,0;
Duplicates	ChEBI184802_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184802_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184802_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184750-0000184999/ChEBI184802_s0.sdf