CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI186532 (101053)

Formula C₄₃H₄₈O₂₂

MW 916.84

InChIKey XLGPQHJWWDGNEY-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 113

Number_Heavy_Atoms 65

Number_Rings 7

Number_Bonds 119

Rotat_Bonds 24

Unbranched_Chain 2

Chiral_Centers 15

ONatoms 22

HB_Donor 11

HB_Acceptor 13

OpenEye_HB_Donors 11

OpenEye_HB_Acceptors 14

Lipinski_HB_Donors 11

Lipinski_HB_Acceptors 22

Lipinski_Violations 3

XLogP3 0

XLogP -0.73

logP -0.9135

PSA 343.65

MR 218.18

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -831.62497

PM7_Total_Energy_ev -12424.1715

PM7_Electronic_Energy_ev -160324.77036

PM7_Dipole_Debye 2.83847

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.981

PM7_LUMO_Energy_ev -1.18

PM7_COSMO_Area_square_ang 693.58

PM7_COSMO_Volue_cubic_ang 1022.82

PM7_Electron_Affinity_ev 1.18

PM7_Ionization_Energy_ev 8.981

PM7_Energy_Gap_ev 7.801

PM7_Global_Hardness_ev 3.9005

PM7_Global_Softness_ev 0.25637738751442124

PM7_Chemical_Potential_ev -5.0805

PM7_Electronigativity_ev 5.0805

PM7_Back_Donation_Energy_ev -0.975125

PM7_Electrophilicity_ev 3.30873993718754

OPENEYE_Name [(2~{R},3~{S},4~{S},5~{R},6~{S})-6-[(2~{S},3~{R},4~{R},5~{S},6~{S})-3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-yl]oxy-6-methyl-tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate

SMILES c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C)O)OC5C(C(C(C(O5)COC(=O)C=Cc6ccc(c(c6)OC)O)O)O)O)O)OC7C(C(C(C(O7)C)O)O)O)O

Canonical_SMILES COc1cc(/C=C/C(=O)OC[C@H]2O[C@@H](O[C@H]3[C@@H](O)[C@@H](O[C@H]([C@@H]3O)C)Oc3cc(O)c4c(c3)oc(c(c4=O)O[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)c3ccc(cc3)O)[C@@H]([C@H]([C@@H]2O)O)O)ccc1O

InChI 1/C43H48O22/c1-16-29(48)33(52)35(54)41(59-16)65-40-32(51)28-23(46)13-21(14-25(28)62-38(40)19-6-8-20(44)9-7-19)61-43-37(56)39(30(49)17(2)60-43)64-42-36(55)34(53)31(50)26(63-42)15-58-27(47)11-5-18-4-10-22(45)24(12-18)57-3/h4-14,16-17,26,29-31,33-37,39,41-46,48-50,52-56H,15H2,1-3H3

InChI_3D 1S/C43H48O22/c1-16-29(48)33(52)35(54)41(59-16)65-40-32(51)28-23(46)13-21(14-25(28)62-38(40)19-6-8-20(44)9-7-19)61-43-37(56)39(30(49)17(2)60-43)64-42-36(55)34(53)31(50)26(63-42)15-58-27(47)11-5-18-4-10-22(45)24(12-18)57-3/h4-14,16-17,26,29-31,33-37,39,41-46,48-50,52-56H,15H2,1-3H3/b11-5+/t16-,17-,26+,29-,30-,31+,33+,34-,35+,36+,37+,39+,41-,42-,43-/m0/s1

AuxInfo 1/0/N:40,41,42,3,22,1,2,4,5,6,23,7,9,8,43,34,35,12,10,14,17,15,18,16,13,36,24,11,28,30,29,20,25,26,31,32,33,19,27,21,38,39,37,50,51,52,45,55,57,56,44,53,54,58,59,60,62,64,48,47,61,46,49,65,63/E:(6,7)(8,9)/rA:113cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;;s1d2;;s3d7;d8s11;s4d5;s6;s7d15;s8d9;s9d11;s10;s11;d19s20;s12;w22;s23;;;;s25;s26;s27;s25;s26;s27;s28;s30;s29;s33;s31;s32;s34;s35;;s36;d20;d24;s13s19;s35s37;s34s38;s36s39;s14;s15;s18;s25;s26;s28;s29;s30;s31;s32;s33;s17s37;s16s42;s21s38;s24s43;s27s39;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s23;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s40;s40;s41;s41;s41;s42;s42;s42;s43;s43;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;/rC:4.344,2.5014,0;5.208,.9968,0;-9.046,2.7074,0;5.2157,3.002,0;6.0797,1.4974,0;-9.696,3.4673,0;-10.3613,1.5757,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;-9.3736,1.7625,0;1.7374,1.0057,0;6.088,2.5025,0;-10.6837,3.2805,0;-11.0214,2.3338,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-8.7203,1.0054,0;-9.0493,.0611,0;-8.396,-.696,0;5.2766,-3.5934,0;-4.2769,-3.6929,0;-4.009,.7688,0;6.263,-3.4291,0;-5.2639,-3.5318,0;-4.3602,1.7051,0;4.6366,-2.8249,0;-3.6395,-2.9223,0;-3.0235,.5991,0;6.613,-2.4868,0;-3.7195,2.4796,0;-5.617,-2.5907,0;-2.3827,1.3736,0;4.9866,-1.8826,0;-3.9926,-1.9812,0;7.752,-1.1582,0;-3.1388,4.1304,0;-12.3343,1.2041,0;-6.7603,-1.2658,0;2.5998,-1.5032,0;-8.7249,-1.6403,0;2.6052,1.5109,0;-2.7274,2.3177,0;5.9766,-1.7088,0;-4.9832,-1.8106,0;6.9552,3.0005,0;-11.3337,4.0405,0;.8675,-1.4978,0;3.7561,-4.4598,0;-2.7536,-4.5543,0;6.248,-5.179,0;-5.2432,-5.2817,0;-5.868,.8167,0;3.7734,-2.3201,0;-2.1318,-2.0338,0;-1.5027,-.2669,0;-1.5182,1.8762,0;-12.0039,2.1479,0;4.9893,-.8827,0;-7.4136,-.5087,0;-3.9986,-.9812,0;3.9112,2.7518,0;5.2061,.4968,0;-8.5547,2.8003,0;5.2154,3.502,0;6.5114,1.2451,0;-9.5301,3.939,0;-10.5251,1.1033,0;.8678,2.0138,0;-.4327,-.2506,0;-8.2291,1.0991,0;-9.5404,-.0325,0;5.444,-4.0645,0;-4.4428,-4.1645,0;-4.5007,.678,0;6.7547,-3.5197,0;-5.7553,-3.624,0;-4.6847,2.0855,0;4.3134,-3.2064,0;-3.315,-3.3028,0;-3.1921,.1284,0;7.0439,-2.7405,0;-4.1547,2.7257,0;-6.047,-2.8458,0;-2.0594,.9921,0;4.4946,-1.7935,0;-3.5009,-1.8905,0;7.3724,-.8328,0;8.0774,-.7786,0;8.1316,-1.4836,0;-2.6672,3.9645,0;-3.6105,4.2963,0;-2.9729,4.6021,0;-11.8624,1.0389,0;-12.8062,1.3693,0;-12.4995,.7322,0;-7.1389,-1.5925,0;-6.3818,-.9392,0;6.9563,3.5005,0;-11.1671,4.5119,0;1.3004,-1.748,0;3.7533,-4.9598,0;-2.7491,-5.0543,0;6.6789,-5.4327,0;-5.6732,-5.5368,0;-6.3032,1.0628,0;3.339,-2.5676,0;-1.6966,-2.2799,0;-1.4997,-.7669,0;

Duplicates ChEBI186532

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186532.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186532.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186532.sdf

Formula	C₄₃H₄₈O₂₂
MW	916.84
InChIKey	XLGPQHJWWDGNEY-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	113
Number_Heavy_Atoms	65
Number_Rings	7
Number_Bonds	119
Rotat_Bonds	24
Unbranched_Chain	2
Chiral_Centers	15
ONatoms	22
HB_Donor	11
HB_Acceptor	13
OpenEye_HB_Donors	11
OpenEye_HB_Acceptors	14
Lipinski_HB_Donors	11
Lipinski_HB_Acceptors	22
Lipinski_Violations	3
XLogP3	0
XLogP	-0.73
logP	-0.9135
PSA	343.65
MR	218.18
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-831.62497
PM7_Total_Energy_ev	-12424.1715
PM7_Electronic_Energy_ev	-160324.77036
PM7_Dipole_Debye	2.83847
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.981
PM7_LUMO_Energy_ev	-1.18
PM7_COSMO_Area_square_ang	693.58
PM7_COSMO_Volue_cubic_ang	1022.82
PM7_Electron_Affinity_ev	1.18
PM7_Ionization_Energy_ev	8.981
PM7_Energy_Gap_ev	7.801
PM7_Global_Hardness_ev	3.9005
PM7_Global_Softness_ev	0.25637738751442124
PM7_Chemical_Potential_ev	-5.0805
PM7_Electronigativity_ev	5.0805
PM7_Back_Donation_Energy_ev	-0.975125
PM7_Electrophilicity_ev	3.30873993718754
OPENEYE_Name	[(2~{R},3~{S},4~{S},5~{R},6~{S})-6-[(2~{S},3~{R},4~{R},5~{S},6~{S})-3,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-7-yl]oxy-6-methyl-tetrahydropyran-4-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl (~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoate
SMILES	c1cc(ccc1c2c(c(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C)O)OC5C(C(C(C(O5)COC(=O)C=Cc6ccc(c(c6)OC)O)O)O)O)O)OC7C(C(C(C(O7)C)O)O)O)O
Canonical_SMILES	COc1cc(/C=C/C(=O)OC[C@H]2O[C@@H](O[C@H]3[C@@H](O)[C@@H](O[C@H]([C@@H]3O)C)Oc3cc(O)c4c(c3)oc(c(c4=O)O[C@@H]3O[C@@H](C)[C@@H]([C@H]([C@H]3O)O)O)c3ccc(cc3)O)[C@@H]([C@H]([C@@H]2O)O)O)ccc1O
InChI	1/C43H48O22/c1-16-29(48)33(52)35(54)41(59-16)65-40-32(51)28-23(46)13-21(14-25(28)62-38(40)19-6-8-20(44)9-7-19)61-43-37(56)39(30(49)17(2)60-43)64-42-36(55)34(53)31(50)26(63-42)15-58-27(47)11-5-18-4-10-22(45)24(12-18)57-3/h4-14,16-17,26,29-31,33-37,39,41-46,48-50,52-56H,15H2,1-3H3
InChI_3D	1S/C43H48O22/c1-16-29(48)33(52)35(54)41(59-16)65-40-32(51)28-23(46)13-21(14-25(28)62-38(40)19-6-8-20(44)9-7-19)61-43-37(56)39(30(49)17(2)60-43)64-42-36(55)34(53)31(50)26(63-42)15-58-27(47)11-5-18-4-10-22(45)24(12-18)57-3/h4-14,16-17,26,29-31,33-37,39,41-46,48-50,52-56H,15H2,1-3H3/b11-5+/t16-,17-,26+,29-,30-,31+,33+,34-,35+,36+,37+,39+,41-,42-,43-/m0/s1
AuxInfo	1/0/N:40,41,42,3,22,1,2,4,5,6,23,7,9,8,43,34,35,12,10,14,17,15,18,16,13,36,24,11,28,30,29,20,25,26,31,32,33,19,27,21,38,39,37,50,51,52,45,55,57,56,44,53,54,58,59,60,62,64,48,47,61,46,49,65,63/E:(6,7)(8,9)/rA:113cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s2;d3;;;;s1d2;;s3d7;d8s11;s4d5;s6;s7d15;s8d9;s9d11;s10;s11;d19s20;s12;w22;s23;;;;s25;s26;s27;s25;s26;s27;s28;s30;s29;s33;s31;s32;s34;s35;;s36;d20;d24;s13s19;s35s37;s34s38;s36s39;s14;s15;s18;s25;s26;s28;s29;s30;s31;s32;s33;s17s37;s16s42;s21s38;s24s43;s27s39;s1;s2;s3;s4;s5;s6;s7;s8;s9;s22;s23;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;s35;s36;s37;s38;s39;s40;s40;s40;s41;s41;s41;s42;s42;s42;s43;s43;s50;s51;s52;s53;s54;s55;s56;s57;s58;s59;s60;/rC:4.344,2.5014,0;5.208,.9968,0;-9.046,2.7074,0;5.2157,3.002,0;6.0797,1.4974,0;-9.696,3.4673,0;-10.3613,1.5757,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;-9.3736,1.7625,0;1.7374,1.0057,0;6.088,2.5025,0;-10.6837,3.2805,0;-11.0214,2.3338,0;0,1.0057,0;.868,-.4978,0;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-8.7203,1.0054,0;-9.0493,.0611,0;-8.396,-.696,0;5.2766,-3.5934,0;-4.2769,-3.6929,0;-4.009,.7688,0;6.263,-3.4291,0;-5.2639,-3.5318,0;-4.3602,1.7051,0;4.6366,-2.8249,0;-3.6395,-2.9223,0;-3.0235,.5991,0;6.613,-2.4868,0;-3.7195,2.4796,0;-5.617,-2.5907,0;-2.3827,1.3736,0;4.9866,-1.8826,0;-3.9926,-1.9812,0;7.752,-1.1582,0;-3.1388,4.1304,0;-12.3343,1.2041,0;-6.7603,-1.2658,0;2.5998,-1.5032,0;-8.7249,-1.6403,0;2.6052,1.5109,0;-2.7274,2.3177,0;5.9766,-1.7088,0;-4.9832,-1.8106,0;6.9552,3.0005,0;-11.3337,4.0405,0;.8675,-1.4978,0;3.7561,-4.4598,0;-2.7536,-4.5543,0;6.248,-5.179,0;-5.2432,-5.2817,0;-5.868,.8167,0;3.7734,-2.3201,0;-2.1318,-2.0338,0;-1.5027,-.2669,0;-1.5182,1.8762,0;-12.0039,2.1479,0;4.9893,-.8827,0;-7.4136,-.5087,0;-3.9986,-.9812,0;3.9112,2.7518,0;5.2061,.4968,0;-8.5547,2.8003,0;5.2154,3.502,0;6.5114,1.2451,0;-9.5301,3.939,0;-10.5251,1.1033,0;.8678,2.0138,0;-.4327,-.2506,0;-8.2291,1.0991,0;-9.5404,-.0325,0;5.444,-4.0645,0;-4.4428,-4.1645,0;-4.5007,.678,0;6.7547,-3.5197,0;-5.7553,-3.624,0;-4.6847,2.0855,0;4.3134,-3.2064,0;-3.315,-3.3028,0;-3.1921,.1284,0;7.0439,-2.7405,0;-4.1547,2.7257,0;-6.047,-2.8458,0;-2.0594,.9921,0;4.4946,-1.7935,0;-3.5009,-1.8905,0;7.3724,-.8328,0;8.0774,-.7786,0;8.1316,-1.4836,0;-2.6672,3.9645,0;-3.6105,4.2963,0;-2.9729,4.6021,0;-11.8624,1.0389,0;-12.8062,1.3693,0;-12.4995,.7322,0;-7.1389,-1.5925,0;-6.3818,-.9392,0;6.9563,3.5005,0;-11.1671,4.5119,0;1.3004,-1.748,0;3.7533,-4.9598,0;-2.7491,-5.0543,0;6.6789,-5.4327,0;-5.6732,-5.5368,0;-6.3032,1.0628,0;3.339,-2.5676,0;-1.6966,-2.2799,0;-1.4997,-.7669,0;
Duplicates	ChEBI186532
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186532.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186532.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000186500-0000186749/ChEBI186532.sdf