CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI185574_s0 (100190)

Formula C₂₃H₂₂O₁₃

MW 506.42

InChIKey MBIYPXWFHDINAY-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 36

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 6

HB_Acceptor 8

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 6

Lipinski_HB_Acceptors 13

Lipinski_Violations 3

XLogP3 0

XLogP -0.12

logP 0.1594

PSA 205.58

MR 119.705

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -454.08745

PM7_Total_Energy_ev -6958.83707

PM7_Electronic_Energy_ev -66041.9847

PM7_Dipole_Debye 7.65063

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.988

PM7_LUMO_Energy_ev -0.896

PM7_COSMO_Area_square_ang 402.26

PM7_COSMO_Volue_cubic_ang 546

PM7_Electron_Affinity_ev 0.896

PM7_Ionization_Energy_ev 8.988

PM7_Energy_Gap_ev 8.092

PM7_Global_Hardness_ev 4.046

PM7_Global_Softness_ev 0.24715768660405338

PM7_Chemical_Potential_ev -4.942

PM7_Electronigativity_ev 4.942

PM7_Back_Donation_Energy_ev -1.0115

PM7_Electrophilicity_ev 3.01821107266436

OPENEYE_Name (2~{R},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[3-hydroxy-2-(5-hydroxy-7,8-dimethoxy-4-oxo-chromen-2-yl)phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(c(c1)OC2C(C(C(C(O2)C(=O)O)O)O)O)c3cc(=O)c4c(o3)c(c(cc4O)OC)OC)O

Canonical_SMILES COc1cc(O)c2c(c1OC)oc(cc2=O)c1c(O)cccc1O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O

InChI 1/C23H22O13/c1-32-13-7-10(26)14-9(25)6-12(34-20(14)19(13)33-2)15-8(24)4-3-5-11(15)35-23-18(29)16(27)17(28)21(36-23)22(30)31/h3-7,16-18,21,23-24,26-29H,1-2H3,(H,30,31)/f/h30H

InChI_3D 1S/C23H22O13/c1-32-13-7-10(26)14-9(25)6-12(34-20(14)19(13)33-2)15-8(24)4-3-5-11(15)35-23-18(29)16(27)17(28)21(36-23)22(30)31/h3-7,16-18,21,23-24,26-29H,1-2H3,(H,30,31)/t16-,17-,18-,21+,23+/m0/s1

AuxInfo 1/1/N:22,23,1,2,3,13,4,8,15,10,9,14,11,5,6,19,18,20,12,7,17,16,21,28,24,29,32,31,33,25,30,35,36,26,34,27/E:(30,31)/F:22,23,1,2,3,13,4,8,15,10,9,14,11,5,6,19,18,20,12,7,17,16,21,28,24,29,32,31,33,30,25,35,36,26,34,27/rA:58cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d5;s2d6;d3s6;d4s5;s4;s7d11;;s6d13;s5s13;;s16;s17;s18;s19;s20;;;d15;d16;s7s14;s17s21;s8;s10;s16;s18;s19;s20;s9s21;s11s22;s12s23;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;s33;/rC:6.079,2.5076,0;5.2112,3.0046,0;6.0796,1.5024,0;;1.736,-.0012,0;4.3446,1.5014,0;1.7374,1.0057,0;4.344,2.5066,0;5.2124,.9942,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;4.8026,-2.3972,0;5.7859,-2.2152,0;6.7766,-2.3853,0;7.4136,-1.6145,0;7.0701,-.6753,0;6.0794,-.5053,0;-2.3827,1.3736,0;.0014,3.0135,0;2.5998,-1.5032,0;4.1533,-1.6367,0;2.6052,1.5109,0;5.4322,-1.2744,0;3.4784,3.0073,0;.8675,-1.4978,0;4.4685,-3.3398,0;8.2978,-3.2504,0;8.926,-.734,0;7.0665,.3247,0;5.213,-.0058,0;-1.5182,1.8762,0;.8676,2.5138,0;6.5115,2.7585,0;5.2109,3.5046,0;6.5135,1.254,0;-.4327,-.2506,0;3.9084,-.2548,0;5.7891,-2.7152,0;6.6082,-2.8561,0;7.7371,-1.9957,0;7.5622,-.5872,0;6.2491,-.035,0;-2.634,1.8058,0;-2.1314,.9413,0;-2.8149,1.1223,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;3.0451,2.7577,0;1.3004,-1.748,0;3.9769,-3.4308,0;8.301,-3.7504,0;9.36,-.9825,0;7.4986,.5762,0;

Duplicates ChEBI185574_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185574_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185574_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185574_s0.sdf

Formula	C₂₃H₂₂O₁₃
MW	506.42
InChIKey	MBIYPXWFHDINAY-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	36
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	6
HB_Acceptor	8
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	6
Lipinski_HB_Acceptors	13
Lipinski_Violations	3
XLogP3	0
XLogP	-0.12
logP	0.1594
PSA	205.58
MR	119.705
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-454.08745
PM7_Total_Energy_ev	-6958.83707
PM7_Electronic_Energy_ev	-66041.9847
PM7_Dipole_Debye	7.65063
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.988
PM7_LUMO_Energy_ev	-0.896
PM7_COSMO_Area_square_ang	402.26
PM7_COSMO_Volue_cubic_ang	546
PM7_Electron_Affinity_ev	0.896
PM7_Ionization_Energy_ev	8.988
PM7_Energy_Gap_ev	8.092
PM7_Global_Hardness_ev	4.046
PM7_Global_Softness_ev	0.24715768660405338
PM7_Chemical_Potential_ev	-4.942
PM7_Electronigativity_ev	4.942
PM7_Back_Donation_Energy_ev	-1.0115
PM7_Electrophilicity_ev	3.01821107266436
OPENEYE_Name	(2~{R},3~{S},4~{S},5~{S},6~{S})-3,4,5-trihydroxy-6-[3-hydroxy-2-(5-hydroxy-7,8-dimethoxy-4-oxo-chromen-2-yl)phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(c(c1)OC2C(C(C(C(O2)C(=O)O)O)O)O)c3cc(=O)c4c(o3)c(c(cc4O)OC)OC)O
Canonical_SMILES	COc1cc(O)c2c(c1OC)oc(cc2=O)c1c(O)cccc1O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI	1/C23H22O13/c1-32-13-7-10(26)14-9(25)6-12(34-20(14)19(13)33-2)15-8(24)4-3-5-11(15)35-23-18(29)16(27)17(28)21(36-23)22(30)31/h3-7,16-18,21,23-24,26-29H,1-2H3,(H,30,31)/f/h30H
InChI_3D	1S/C23H22O13/c1-32-13-7-10(26)14-9(25)6-12(34-20(14)19(13)33-2)15-8(24)4-3-5-11(15)35-23-18(29)16(27)17(28)21(36-23)22(30)31/h3-7,16-18,21,23-24,26-29H,1-2H3,(H,30,31)/t16-,17-,18-,21+,23+/m0/s1
AuxInfo	1/1/N:22,23,1,2,3,13,4,8,15,10,9,14,11,5,6,19,18,20,12,7,17,16,21,28,24,29,32,31,33,25,30,35,36,26,34,27/E:(30,31)/F:22,23,1,2,3,13,4,8,15,10,9,14,11,5,6,19,18,20,12,7,17,16,21,28,24,29,32,31,33,30,25,35,36,26,34,27/rA:58cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;;;d5;s2d6;d3s6;d4s5;s4;s7d11;;s6d13;s5s13;;s16;s17;s18;s19;s20;;;d15;d16;s7s14;s17s21;s8;s10;s16;s18;s19;s20;s9s21;s11s22;s12s23;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s23;s28;s29;s30;s31;s32;s33;/rC:6.079,2.5076,0;5.2112,3.0046,0;6.0796,1.5024,0;;1.736,-.0012,0;4.3446,1.5014,0;1.7374,1.0057,0;4.344,2.5066,0;5.2124,.9942,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;4.8026,-2.3972,0;5.7859,-2.2152,0;6.7766,-2.3853,0;7.4136,-1.6145,0;7.0701,-.6753,0;6.0794,-.5053,0;-2.3827,1.3736,0;.0014,3.0135,0;2.5998,-1.5032,0;4.1533,-1.6367,0;2.6052,1.5109,0;5.4322,-1.2744,0;3.4784,3.0073,0;.8675,-1.4978,0;4.4685,-3.3398,0;8.2978,-3.2504,0;8.926,-.734,0;7.0665,.3247,0;5.213,-.0058,0;-1.5182,1.8762,0;.8676,2.5138,0;6.5115,2.7585,0;5.2109,3.5046,0;6.5135,1.254,0;-.4327,-.2506,0;3.9084,-.2548,0;5.7891,-2.7152,0;6.6082,-2.8561,0;7.7371,-1.9957,0;7.5622,-.5872,0;6.2491,-.035,0;-2.634,1.8058,0;-2.1314,.9413,0;-2.8149,1.1223,0;-.2484,2.5804,0;.2513,3.4466,0;-.4317,3.2633,0;3.0451,2.7577,0;1.3004,-1.748,0;3.9769,-3.4308,0;8.301,-3.7504,0;9.36,-.9825,0;7.4986,.5762,0;
Duplicates	ChEBI185574_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185574_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185574_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000185500-0000185749/ChEBI185574_s0.sdf