CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI190876_s0 (104760)

Formula C₄₆H₄₄O₁₆

MW 852.84

InChIKey VQXSYCGPLCVRNH-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 1.92

logP 4.988

PSA 281.2

MR 222.685

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -562.16672

PM7_Total_Energy_ev -10967.49718

PM7_Electronic_Energy_ev -144355.15371

PM7_Dipole_Debye 7.94897

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.729

PM7_LUMO_Energy_ev -1.075

PM7_COSMO_Area_square_ang 675.73

PM7_COSMO_Volue_cubic_ang 984.02

PM7_Electron_Affinity_ev 1.075

PM7_Ionization_Energy_ev 8.729

PM7_Energy_Gap_ev 7.654

PM7_Global_Hardness_ev 3.827

PM7_Global_Softness_ev 0.26130128037627387

PM7_Chemical_Potential_ev -4.902

PM7_Electronigativity_ev 4.902

PM7_Back_Donation_Energy_ev -0.95675

PM7_Electrophilicity_ev 3.1394831460674157

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-[3-[(~{E})-3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,6-dihydroxy-phenyl]-4-methyl-cyclohex-3-ene-1-carbonyl]-2,2-dimethyl-chromen-5-yl]oxy-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)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C=CC(O2)(C)C

Canonical_SMILES CC1=C[C@@H](c2c(O)ccc(c2O)C(=O)/C=C/c2ccc(cc2O)O)[C@H]([C@H](C1)c1ccc(cc1O)O)C(=O)c1ccc2c(c1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C=CC(O2)(C)C

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

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

AuxInfo 1/1/N:44,45,46,2,29,6,8,4,3,1,30,7,5,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,20,21,22,17,37,16,24,32,40,39,41,23,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,49,58,62,51,50/E:(2,3)(58,59)/F:44,45,46,2,29,6,8,4,3,1,30,7,5,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,20,21,22,17,37,16,24,32,40,39,41,23,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,58,49,62,51,50/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;s20;s21;s22;s24;s33;s39;s40;s41;s23s42;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;-4.4209,-7.3347,0;-2.7139,-4.3272,0;-4.6341,2.943,0;.868,1.5138,0;-4.4135,-8.3347,0;-1.8515,-3.8209,0;-4.9812,3.8809,0;-6.1485,-8.3525,0;-3.3557,4.4878,0;1.736,-.0012,0;-5.2966,-6.8411,0;-3.5866,-3.8285,0;;-3.6427,2.7767,0;-2.7257,-2.3221,0;1.7374,1.0057,0;-5.2729,-8.8461,0;-4.347,4.6541,0;-1.853,-2.8209,0;-6.1648,-7.3475,0;-2.9985,3.5483,0;.868,-.4978,0;-3.5969,-2.8234,0;2.6026,-.5032,0;3.4761,-.0036,0;-3.7176,-.75,0;-4.3608,.0157,0;-5.3039,-5.8411,0;-4.4416,-5.3348,0;-4.4489,-4.3348,0;-.8653,-.5013,0;2.0961,-6.5832,0;-4.0247,.9576,0;-2.7282,-.5721,0;-3.0353,1.1355,0;-2.3821,.3716,0;2.0867,-4.8332,0;3.0773,-5.0044,0;3.7152,-4.2343,0;3.3727,-3.2948,0;2.3822,-3.1236,0;3.4774,1.0034,0;-5.345,-.1613,0;4.0803,2.6463,0;5.2002,.6961,0;-5.3186,-3.8412,0;-.8639,-1.5013,0;1.2328,-7.0879,0;2.6052,1.5109,0;1.7342,-3.892,0;-5.2611,-9.8461,0;-4.6982,5.5904,0;-.9884,-2.3183,0;-7.0359,-6.8564,0;-2.0123,3.3828,0;-4.4652,-2.3272,0;2.9649,-7.0786,0;4.5975,-5.8713,0;5.2286,-3.3556,0;3.3702,-2.2948,0;.8671,-2.2478,0;-.4338,1.2544,0;-3.9901,-7.0809,0;-2.7109,-4.8272,0;-4.9528,2.5578,0;.8678,2.0138,0;-3.9779,-8.5802,0;-1.4174,-4.069,0;-5.4743,3.9636,0;-6.5782,-8.6082,0;-3.0386,4.8744,0;2.6012,-1.0032,0;3.9084,-.2548,0;-3.8877,-1.2202,0;-5.7387,-5.5943,0;-4.0067,-5.5816,0;-4.0269,1.4576,0;-4.5175,1.0418,0;-2.2359,-.6592,0;-2.6042,1.3887,0;-2.0628,.7563,0;1.595,-4.9237,0;2.9083,-5.475,0;4.0383,-4.6159,0;3.865,-3.2072,0;2.5525,-2.6535,0;-5.4335,.3308,0;-5.2565,-.6534,0;-5.8371,-.2498,0;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;-5.6912,-10.1011,0;-4.3806,5.9765,0;-.5547,-2.5671,0;-7.0411,-6.3565,0;-1.6941,3.7685,0;-4.8971,-2.5791,0;2.9675,-7.5785,0;4.6001,-6.3713,0;5.6622,-3.6045,0;3.8026,-2.0437,0;

Duplicates ChEBI190876_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190876_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190876_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190876_s0.sdf

Formula	C₄₆H₄₄O₁₆
MW	852.84
InChIKey	VQXSYCGPLCVRNH-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	1.92
logP	4.988
PSA	281.2
MR	222.685
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-562.16672
PM7_Total_Energy_ev	-10967.49718
PM7_Electronic_Energy_ev	-144355.15371
PM7_Dipole_Debye	7.94897
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.729
PM7_LUMO_Energy_ev	-1.075
PM7_COSMO_Area_square_ang	675.73
PM7_COSMO_Volue_cubic_ang	984.02
PM7_Electron_Affinity_ev	1.075
PM7_Ionization_Energy_ev	8.729
PM7_Energy_Gap_ev	7.654
PM7_Global_Hardness_ev	3.827
PM7_Global_Softness_ev	0.26130128037627387
PM7_Chemical_Potential_ev	-4.902
PM7_Electronigativity_ev	4.902
PM7_Back_Donation_Energy_ev	-0.95675
PM7_Electrophilicity_ev	3.1394831460674157
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-[3-[(~{E})-3-(2,4-dihydroxyphenyl)prop-2-enoyl]-2,6-dihydroxy-phenyl]-4-methyl-cyclohex-3-ene-1-carbonyl]-2,2-dimethyl-chromen-5-yl]oxy-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)O)OC7C(C(C(C(O7)C(=O)O)O)O)O)C=CC(O2)(C)C
Canonical_SMILES	CC1=C[C@@H](c2c(O)ccc(c2O)C(=O)/C=C/c2ccc(cc2O)O)[C@H]([C@H](C1)c1ccc(cc1O)O)C(=O)c1ccc2c(c1O[C@H]1O[C@@H](C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O)C=CC(O2)(C)C
InChI	1/C46H44O16/c1-20-16-28(24-8-7-23(48)19-33(24)52)35(29(17-20)36-31(50)12-9-25(37(36)53)30(49)11-5-21-4-6-22(47)18-32(21)51)38(54)27-10-13-34-26(14-15-46(2,3)62-34)42(27)60-45-41(57)39(55)40(56)43(61-45)44(58)59/h4-15,17-19,28-29,35,39-41,43,45,47-48,50-53,55-57H,16H2,1-3H3,(H,58,59)/f/h58H
InChI_3D	1S/C46H44O16/c1-20-16-28(24-8-7-23(48)19-33(24)52)35(29(17-20)36-31(50)12-9-25(37(36)53)30(49)11-5-21-4-6-22(47)18-32(21)51)38(54)27-10-13-34-26(14-15-46(2,3)62-34)42(27)60-45-41(57)39(55)40(56)43(61-45)44(58)59/h4-15,17-19,28-29,35,39-41,43,45,47-48,50-53,55-57H,16H2,1-3H3,(H,58,59)/b11-5+/t28-,29-,35+,39+,40-,41+,43-,45+/m1/s1
AuxInfo	1/1/N:44,45,46,2,29,6,8,4,3,1,30,7,5,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,20,21,22,17,37,16,24,32,40,39,41,23,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,49,58,62,51,50/E:(2,3)(58,59)/F:44,45,46,2,29,6,8,4,3,1,30,7,5,25,26,34,27,9,10,28,12,18,19,15,13,11,14,36,35,31,20,21,22,17,37,16,24,32,40,39,41,23,38,33,42,43,52,53,47,54,55,56,57,48,60,59,61,58,49,62,51,50/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;s20;s21;s22;s24;s33;s39;s40;s41;s23s42;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;-4.4209,-7.3347,0;-2.7139,-4.3272,0;-4.6341,2.943,0;.868,1.5138,0;-4.4135,-8.3347,0;-1.8515,-3.8209,0;-4.9812,3.8809,0;-6.1485,-8.3525,0;-3.3557,4.4878,0;1.736,-.0012,0;-5.2966,-6.8411,0;-3.5866,-3.8285,0;;-3.6427,2.7767,0;-2.7257,-2.3221,0;1.7374,1.0057,0;-5.2729,-8.8461,0;-4.347,4.6541,0;-1.853,-2.8209,0;-6.1648,-7.3475,0;-2.9985,3.5483,0;.868,-.4978,0;-3.5969,-2.8234,0;2.6026,-.5032,0;3.4761,-.0036,0;-3.7176,-.75,0;-4.3608,.0157,0;-5.3039,-5.8411,0;-4.4416,-5.3348,0;-4.4489,-4.3348,0;-.8653,-.5013,0;2.0961,-6.5832,0;-4.0247,.9576,0;-2.7282,-.5721,0;-3.0353,1.1355,0;-2.3821,.3716,0;2.0867,-4.8332,0;3.0773,-5.0044,0;3.7152,-4.2343,0;3.3727,-3.2948,0;2.3822,-3.1236,0;3.4774,1.0034,0;-5.345,-.1613,0;4.0803,2.6463,0;5.2002,.6961,0;-5.3186,-3.8412,0;-.8639,-1.5013,0;1.2328,-7.0879,0;2.6052,1.5109,0;1.7342,-3.892,0;-5.2611,-9.8461,0;-4.6982,5.5904,0;-.9884,-2.3183,0;-7.0359,-6.8564,0;-2.0123,3.3828,0;-4.4652,-2.3272,0;2.9649,-7.0786,0;4.5975,-5.8713,0;5.2286,-3.3556,0;3.3702,-2.2948,0;.8671,-2.2478,0;-.4338,1.2544,0;-3.9901,-7.0809,0;-2.7109,-4.8272,0;-4.9528,2.5578,0;.8678,2.0138,0;-3.9779,-8.5802,0;-1.4174,-4.069,0;-5.4743,3.9636,0;-6.5782,-8.6082,0;-3.0386,4.8744,0;2.6012,-1.0032,0;3.9084,-.2548,0;-3.8877,-1.2202,0;-5.7387,-5.5943,0;-4.0067,-5.5816,0;-4.0269,1.4576,0;-4.5175,1.0418,0;-2.2359,-.6592,0;-2.6042,1.3887,0;-2.0628,.7563,0;1.595,-4.9237,0;2.9083,-5.475,0;4.0383,-4.6159,0;3.865,-3.2072,0;2.5525,-2.6535,0;-5.4335,.3308,0;-5.2565,-.6534,0;-5.8371,-.2498,0;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;-5.6912,-10.1011,0;-4.3806,5.9765,0;-.5547,-2.5671,0;-7.0411,-6.3565,0;-1.6941,3.7685,0;-4.8971,-2.5791,0;2.9675,-7.5785,0;4.6001,-6.3713,0;5.6622,-3.6045,0;3.8026,-2.0437,0;
Duplicates	ChEBI190876_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190876_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190876_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000190750-0000190999/ChEBI190876_s0.sdf