CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185057_s0 (99724)

Formula C₄₆H₄₄O₁₆

MW 852.84

InChIKey KRZNIVRDWRPZJK-VOTGCYKTNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 106

Number_Heavy_Atoms 62

Number_Rings 7

Number_Bonds 112

Rotat_Bonds 20

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 16

HB_Donor 10

HB_Acceptor 13

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 7

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 16

Lipinski_Violations 3

XLogP3 0

XLogP 2.26

logP 4.988

PSA 281.2

MR 222.685

ABS 0.17

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -570.62475

PM7_Total_Energy_ev -10967.82797

PM7_Electronic_Energy_ev -139156.67643

PM7_Dipole_Debye 6.24453

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.763

PM7_LUMO_Energy_ev -0.899

PM7_COSMO_Area_square_ang 697.25

PM7_COSMO_Volue_cubic_ang 971.62

PM7_Electron_Affinity_ev 0.899

PM7_Ionization_Energy_ev 8.763

PM7_Energy_Gap_ev 7.864

PM7_Global_Hardness_ev 3.932

PM7_Global_Softness_ev 0.254323499491353

PM7_Chemical_Potential_ev -4.831

PM7_Electronigativity_ev 4.831

PM7_Back_Donation_Energy_ev -0.983

PM7_Electrophilicity_ev 2.9677722533062054

OPENEYE_Name (2~{R},3~{R},4~{S},5~{S},6~{R})-6-[2-[(1~{R},5~{S},6~{R})-5-(2,4-dihydroxyphenyl)-6-(5-hydroxy-2,2-dimethyl-chromene-6-carbonyl)-3-methyl-cyclohex-2-en-1-yl]-4-[(~{E})-3-(2,4-dihydroxyphenyl)prop-2-enoyl]-3-hydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc2c(c(c1C(=O)C3C(C=C(CC3c4ccc(cc4O)O)C)c5c(ccc(c5O)C(=O)C=Cc6ccc(cc6O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)O)C=CC(O2)(C)C

Canonical_SMILES CC1=C[C@@H](c2c(ccc(c2O)C(=O)/C=C/c2ccc(cc2O)O)O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)[C@@H]([C@H](C1)c1ccc(cc1O)O)C(=O)c1ccc2c(c1O)C=CC(O2)(C)C

InChI 1/C46H44O16/c1-20-16-28(24-8-7-23(48)19-32(24)51)35(39(54)27-10-12-33-26(37(27)52)14-15-46(2,3)62-33)29(17-20)36-34(60-45-42(57)40(55)41(56)43(61-45)44(58)59)13-9-25(38(36)53)30(49)11-5-21-4-6-22(47)18-31(21)50/h4-15,17-19,28-29,35,40-43,45,47-48,50-53,55-57H,16H2,1-3H3,(H,58,59)/f/h58H

InChI_3D 1S/C46H44O16/c1-20-16-28(24-8-7-23(48)19-32(24)51)35(39(54)27-10-12-33-26(37(27)52)14-15-46(2,3)62-33)29(17-20)36-34(60-45-42(57)40(55)41(56)43(61-45)44(58)59)13-9-25(38(36)53)30(49)11-5-21-4-6-22(47)18-31(21)50/h4-15,17-19,28-29,35,40-43,45,47-48,50-53,55-57H,16H2,1-3H3,(H,58,59)/b11-5+/t28-,29-,35-,40+,41-,42+,43-,45+/m1/s1

AuxInfo 1/1/N:44,45,46,2,29,6,8,4,3,1,30,5,7,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,21,22,17,20,37,16,23,24,32,40,39,41,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,49,58,62,51,50/E:(2,3)(58,59)/F:44,45,46,2,29,6,8,4,3,1,30,5,7,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,21,22,17,20,37,16,23,24,32,40,39,41,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,58,49,62,51,50/E:(2,3)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;d3;d4;;;;s2;s3;s1;s4;;s5d11;s6d9;s8d10;s7d16;s9d12;s10d15;s11d14;d13s16;s11;d25;;d27;s12;w29;s13s30;s14;;s28;s16s27;s15s34;s32s35s36;s33;s38;s39;s40;s41;s26;s28;s43;s43;d31;d32;d33;s17s43;s38s42;s18;s19;s21;s22;s23;s24;s33;s39;s40;s41;s20s42;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s25;s26;s27;s29;s30;s34;s34;s35;s36;s37;s38;s39;s40;s41;s42;s44;s44;s44;s45;s45;s45;s46;s46;s46;s52;s53;s54;s55;s56;s57;s58;s59;s60;s61;/rC:0,1.0057,0;-6.8649,3.5152,0;-5.1139,.5331,0;1.5852,-3.6163,0;.868,1.5138,0;-7.7346,4.0088,0;-5.1066,-.4669,0;2.2262,-4.384,0;-6.8825,5.5202,0;.8975,-5.4998,0;1.736,-.0012,0;-5.9996,4.0267,0;-4.2456,1.0395,0;;.5954,-3.7913,0;-3.3715,-.4592,0;1.7374,1.0057,0;-7.7478,5.0087,0;1.8873,-5.3248,0;-4.2398,-.9657,0;-6.004,5.0318,0;.2465,-4.734,0;.868,-.4978,0;-3.37,.5459,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.5012,-2.1017,0;-2.1569,-3.0406,0;-5.1299,3.5331,0;-5.1226,2.5331,0;-4.2529,2.0395,0;-.8653,-.5013,0;-7.9591,-1.2506,0;-1.1727,-3.2177,0;-1.8547,-1.332,0;-.5261,-2.448,0;-.8639,-1.5013,0;-6.4359,-2.1121,0;-7.0767,-2.8866,0;-6.7255,-3.8229,0;-5.74,-3.9926,0;-5.0992,-3.2182,0;3.4774,1.0034,0;-2.8001,-3.8063,0;4.0803,2.6463,0;5.2002,.6961,0;-3.3906,2.5458,0;-1.732,-.0025,0;-7.968,-.2506,0;2.6052,1.5109,0;-5.4439,-2.274,0;-8.6197,5.4985,0;2.5316,-6.0896,0;-5.1432,5.5407,0;-.7383,-4.9081,0;.8675,-1.4978,0;-2.5061,1.0497,0;-8.8207,-1.7582,0;-8.5845,-3.7749,0;-6.7152,-5.5729,0;-4.2193,-4.8587,0;-4.2346,-2.7156,0;-.4338,1.2544,0;-6.8605,3.0152,0;-5.5483,.7805,0;1.7567,-3.1467,0;.8678,2.0138,0;-8.1651,3.7543,0;-5.5385,-.7188,0;2.7185,-4.2969,0;-6.8892,6.0202,0;.7281,-5.9703,0;2.6012,-1.0032,0;3.9084,-.2548,0;-2.9937,-2.0154,0;-4.6988,3.7862,0;-5.5537,2.2799,0;-.74,-3.4683,0;-1.3448,-3.6871,0;-1.6852,-.8616,0;-.092,-2.1999,0;-.3712,-1.4157,0;-6.27,-1.6405,0;-7.4011,-2.5061,0;-7.2172,-3.9136,0;-5.9087,-4.4633,0;-4.7759,-3.5996,0;-2.4173,-4.1279,0;-3.183,-3.4847,0;-3.1217,-4.1892,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.288,1.1883,0;5.1124,.2039,0;5.6924,.6083,0;-8.6256,5.9985,0;2.3614,-6.5598,0;-4.7076,5.2952,0;-.909,-5.378,0;1.3004,-1.748,0;-2.5083,1.5497,0;-9.2559,-1.512,0;-9.0197,-3.5287,0;-7.1467,-5.8254,0;-4.2163,-5.3587,0;

Duplicates ChEBI185057_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185057_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185057_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185057_s0.sdf

Formula	C₄₆H₄₄O₁₆
MW	852.84
InChIKey	KRZNIVRDWRPZJK-VOTGCYKTNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	106
Number_Heavy_Atoms	62
Number_Rings	7
Number_Bonds	112
Rotat_Bonds	20
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	16
HB_Donor	10
HB_Acceptor	13
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	7
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	16
Lipinski_Violations	3
XLogP3	0
XLogP	2.26
logP	4.988
PSA	281.2
MR	222.685
ABS	0.17
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-570.62475
PM7_Total_Energy_ev	-10967.82797
PM7_Electronic_Energy_ev	-139156.67643
PM7_Dipole_Debye	6.24453
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.763
PM7_LUMO_Energy_ev	-0.899
PM7_COSMO_Area_square_ang	697.25
PM7_COSMO_Volue_cubic_ang	971.62
PM7_Electron_Affinity_ev	0.899
PM7_Ionization_Energy_ev	8.763
PM7_Energy_Gap_ev	7.864
PM7_Global_Hardness_ev	3.932
PM7_Global_Softness_ev	0.254323499491353
PM7_Chemical_Potential_ev	-4.831
PM7_Electronigativity_ev	4.831
PM7_Back_Donation_Energy_ev	-0.983
PM7_Electrophilicity_ev	2.9677722533062054
OPENEYE_Name	(2~{R},3~{R},4~{S},5~{S},6~{R})-6-[2-[(1~{R},5~{S},6~{R})-5-(2,4-dihydroxyphenyl)-6-(5-hydroxy-2,2-dimethyl-chromene-6-carbonyl)-3-methyl-cyclohex-2-en-1-yl]-4-[(~{E})-3-(2,4-dihydroxyphenyl)prop-2-enoyl]-3-hydroxy-phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc2c(c(c1C(=O)C3C(C=C(CC3c4ccc(cc4O)O)C)c5c(ccc(c5O)C(=O)C=Cc6ccc(cc6O)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)O)C=CC(O2)(C)C
Canonical_SMILES	CC1=C[C@@H](c2c(ccc(c2O)C(=O)/C=C/c2ccc(cc2O)O)O[C@H]2O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]2O)O)O)[C@@H]([C@H](C1)c1ccc(cc1O)O)C(=O)c1ccc2c(c1O)C=CC(O2)(C)C
InChI	1/C46H44O16/c1-20-16-28(24-8-7-23(48)19-32(24)51)35(39(54)27-10-12-33-26(37(27)52)14-15-46(2,3)62-33)29(17-20)36-34(60-45-42(57)40(55)41(56)43(61-45)44(58)59)13-9-25(38(36)53)30(49)11-5-21-4-6-22(47)18-31(21)50/h4-15,17-19,28-29,35,40-43,45,47-48,50-53,55-57H,16H2,1-3H3,(H,58,59)/f/h58H
InChI_3D	1S/C46H44O16/c1-20-16-28(24-8-7-23(48)19-32(24)51)35(39(54)27-10-12-33-26(37(27)52)14-15-46(2,3)62-33)29(17-20)36-34(60-45-42(57)40(55)41(56)43(61-45)44(58)59)13-9-25(38(36)53)30(49)11-5-21-4-6-22(47)18-31(21)50/h4-15,17-19,28-29,35,40-43,45,47-48,50-53,55-57H,16H2,1-3H3,(H,58,59)/b11-5+/t28-,29-,35-,40+,41-,42+,43-,45+/m1/s1
AuxInfo	1/1/N:44,45,46,2,29,6,8,4,3,1,30,5,7,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,21,22,17,20,37,16,23,24,32,40,39,41,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,49,58,62,51,50/E:(2,3)(58,59)/F:44,45,46,2,29,6,8,4,3,1,30,5,7,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,21,22,17,20,37,16,23,24,32,40,39,41,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,58,49,62,51,50/E:(2,3)/rA:106cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;d2;d3;d4;;;;s2;s3;s1;s4;;s5d11;s6d9;s8d10;s7d16;s9d12;s10d15;s11d14;d13s16;s11;d25;;d27;s12;w29;s13s30;s14;;s28;s16s27;s15s34;s32s35s36;s33;s38;s39;s40;s41;s26;s28;s43;s43;d31;d32;d33;s17s43;s38s42;s18;s19;s21;s22;s23;s24;s33;s39;s40;s41;s20s42;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s25;s26;s27;s29;s30;s34;s34;s35;s36;s37;s38;s39;s40;s41;s42;s44;s44;s44;s45;s45;s45;s46;s46;s46;s52;s53;s54;s55;s56;s57;s58;s59;s60;s61;/rC:0,1.0057,0;-6.8649,3.5152,0;-5.1139,.5331,0;1.5852,-3.6163,0;.868,1.5138,0;-7.7346,4.0088,0;-5.1066,-.4669,0;2.2262,-4.384,0;-6.8825,5.5202,0;.8975,-5.4998,0;1.736,-.0012,0;-5.9996,4.0267,0;-4.2456,1.0395,0;;.5954,-3.7913,0;-3.3715,-.4592,0;1.7374,1.0057,0;-7.7478,5.0087,0;1.8873,-5.3248,0;-4.2398,-.9657,0;-6.004,5.0318,0;.2465,-4.734,0;.868,-.4978,0;-3.37,.5459,0;2.6026,-.5032,0;3.4761,-.0036,0;-2.5012,-2.1017,0;-2.1569,-3.0406,0;-5.1299,3.5331,0;-5.1226,2.5331,0;-4.2529,2.0395,0;-.8653,-.5013,0;-7.9591,-1.2506,0;-1.1727,-3.2177,0;-1.8547,-1.332,0;-.5261,-2.448,0;-.8639,-1.5013,0;-6.4359,-2.1121,0;-7.0767,-2.8866,0;-6.7255,-3.8229,0;-5.74,-3.9926,0;-5.0992,-3.2182,0;3.4774,1.0034,0;-2.8001,-3.8063,0;4.0803,2.6463,0;5.2002,.6961,0;-3.3906,2.5458,0;-1.732,-.0025,0;-7.968,-.2506,0;2.6052,1.5109,0;-5.4439,-2.274,0;-8.6197,5.4985,0;2.5316,-6.0896,0;-5.1432,5.5407,0;-.7383,-4.9081,0;.8675,-1.4978,0;-2.5061,1.0497,0;-8.8207,-1.7582,0;-8.5845,-3.7749,0;-6.7152,-5.5729,0;-4.2193,-4.8587,0;-4.2346,-2.7156,0;-.4338,1.2544,0;-6.8605,3.0152,0;-5.5483,.7805,0;1.7567,-3.1467,0;.8678,2.0138,0;-8.1651,3.7543,0;-5.5385,-.7188,0;2.7185,-4.2969,0;-6.8892,6.0202,0;.7281,-5.9703,0;2.6012,-1.0032,0;3.9084,-.2548,0;-2.9937,-2.0154,0;-4.6988,3.7862,0;-5.5537,2.2799,0;-.74,-3.4683,0;-1.3448,-3.6871,0;-1.6852,-.8616,0;-.092,-2.1999,0;-.3712,-1.4157,0;-6.27,-1.6405,0;-7.4011,-2.5061,0;-7.2172,-3.9136,0;-5.9087,-4.4633,0;-4.7759,-3.5996,0;-2.4173,-4.1279,0;-3.183,-3.4847,0;-3.1217,-4.1892,0;3.611,2.8185,0;4.5497,2.474,0;4.2526,3.1156,0;5.288,1.1883,0;5.1124,.2039,0;5.6924,.6083,0;-8.6256,5.9985,0;2.3614,-6.5598,0;-4.7076,5.2952,0;-.909,-5.378,0;1.3004,-1.748,0;-2.5083,1.5497,0;-9.2559,-1.512,0;-9.0197,-3.5287,0;-7.1467,-5.8254,0;-4.2163,-5.3587,0;
Duplicates	ChEBI185057_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185057_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185057_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185000-0000185249/ChEBI185057_s0.sdf