CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191984_s0 (105686)

Formula C₂₂H₂₀O₁₃

MW 492.39

InChIKey VIYRBNJECSXYSN-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 7

HB_Acceptor 9

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -0.98

logP -0.1436

PSA 216.58

MR 115.236

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -460.89952

PM7_Total_Energy_ev -6809.67456

PM7_Electronic_Energy_ev -56048.93464

PM7_Dipole_Debye 5.79928

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.292

PM7_LUMO_Energy_ev -1.232

PM7_COSMO_Area_square_ang 444.47

PM7_COSMO_Volue_cubic_ang 507.35

PM7_Electron_Affinity_ev 1.232

PM7_Ionization_Energy_ev 9.292

PM7_Energy_Gap_ev 8.06

PM7_Global_Hardness_ev 4.03

PM7_Global_Softness_ev 0.24813895781637718

PM7_Chemical_Potential_ev -5.262

PM7_Electronigativity_ev 5.262

PM7_Back_Donation_Energy_ev -1.0075

PM7_Electrophilicity_ev 3.4353156327543424

OPENEYE_Name (2~{S},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxy-5-methoxy-phenyl)-5-hydroxy-4-oxo-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1c(cc(c(c1O)O)OC)c2cc(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O

Canonical_SMILES COc1cc(cc(c1O)O)c1oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1)O

InChI 1/C22H20O13/c1-32-14-3-7(2-11(25)16(14)26)12-6-10(24)15-9(23)4-8(5-13(15)34-12)33-22-19(29)17(27)18(28)20(35-22)21(30)31/h2-6,17-20,22-23,25-29H,1H3,(H,30,31)/f/h30H

InChI_3D 1S/C22H20O13/c1-32-14-3-7(2-11(25)16(14)26)12-6-10(24)15-9(23)4-8(5-13(15)34-12)33-22-19(29)17(27)18(28)20(35-22)21(30)31/h2-6,17-20,22-23,25-29H,1H3,(H,30,31)/t17-,18-,19-,20-,22+/m0/s1

AuxInfo 1/1/N:22,1,2,4,3,13,5,10,11,15,8,14,7,9,6,12,19,18,20,17,16,21,28,23,27,29,32,31,33,24,30,35,34,25,26/E:(30,31)/F:22,1,2,4,3,13,5,10,11,15,8,14,7,9,6,12,19,18,20,17,16,21,28,23,27,29,32,31,33,30,24,35,34,25,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;;s5d13;s6s13;;s16;s17;s18;s19;s20;;d15;d16;s7s14;s17s21;s8;s11;s12;s16;s18;s19;s20;s10s21;s9s22;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;/rC:4.344,2.5014,0;5.208,.9968,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;0,1.0057,0;.868,-.4978,0;6.088,2.5025,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;7.8117,1.4882,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.2151,4.002,0;.8675,-1.4978,0;6.9552,3.0005,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.9431,.9928,0;3.9112,2.7518,0;5.2061,.4968,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;7.564,1.9226,0;8.0594,1.0539,0;8.2461,1.736,0;4.7819,4.2517,0;1.3004,-1.748,0;6.9563,3.5005,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;

Duplicates ChEBI191984_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191984_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191984_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191984_s0.sdf

Formula	C₂₂H₂₀O₁₃
MW	492.39
InChIKey	VIYRBNJECSXYSN-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	7
HB_Acceptor	9
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-0.98
logP	-0.1436
PSA	216.58
MR	115.236
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-460.89952
PM7_Total_Energy_ev	-6809.67456
PM7_Electronic_Energy_ev	-56048.93464
PM7_Dipole_Debye	5.79928
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.292
PM7_LUMO_Energy_ev	-1.232
PM7_COSMO_Area_square_ang	444.47
PM7_COSMO_Volue_cubic_ang	507.35
PM7_Electron_Affinity_ev	1.232
PM7_Ionization_Energy_ev	9.292
PM7_Energy_Gap_ev	8.06
PM7_Global_Hardness_ev	4.03
PM7_Global_Softness_ev	0.24813895781637718
PM7_Chemical_Potential_ev	-5.262
PM7_Electronigativity_ev	5.262
PM7_Back_Donation_Energy_ev	-1.0075
PM7_Electrophilicity_ev	3.4353156327543424
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxy-5-methoxy-phenyl)-5-hydroxy-4-oxo-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1c(cc(c(c1O)O)OC)c2cc(=O)c3c(o2)cc(cc3O)OC4C(C(C(C(O4)C(=O)O)O)O)O
Canonical_SMILES	COc1cc(cc(c1O)O)c1oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]3O)O)O)cc(c2c(=O)c1)O
InChI	1/C22H20O13/c1-32-14-3-7(2-11(25)16(14)26)12-6-10(24)15-9(23)4-8(5-13(15)34-12)33-22-19(29)17(27)18(28)20(35-22)21(30)31/h2-6,17-20,22-23,25-29H,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C22H20O13/c1-32-14-3-7(2-11(25)16(14)26)12-6-10(24)15-9(23)4-8(5-13(15)34-12)33-22-19(29)17(27)18(28)20(35-22)21(30)31/h2-6,17-20,22-23,25-29H,1H3,(H,30,31)/t17-,18-,19-,20-,22+/m0/s1
AuxInfo	1/1/N:22,1,2,4,3,13,5,10,11,15,8,14,7,9,6,12,19,18,20,17,16,21,28,23,27,29,32,31,33,24,30,35,34,25,26/E:(30,31)/F:22,1,2,4,3,13,5,10,11,15,8,14,7,9,6,12,19,18,20,17,16,21,28,23,27,29,32,31,33,30,24,35,34,25,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;;;d1s2;;d3s6;s1;d2;s3d4;s4d6;d8s9;;s5d13;s6s13;;s16;s17;s18;s19;s20;;d15;d16;s7s14;s17s21;s8;s11;s12;s16;s18;s19;s20;s10s21;s9s22;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;/rC:4.344,2.5014,0;5.208,.9968,0;.868,1.5138,0;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;5.2157,3.002,0;6.0797,1.4974,0;0,1.0057,0;.868,-.4978,0;6.088,2.5025,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-2.737,3.0499,0;-3.0688,2.1065,0;-3.7096,1.332,0;-3.3584,.3957,0;-2.3728,.226,0;-1.732,1.0005,0;7.8117,1.4882,0;2.5998,-1.5032,0;-1.7542,3.2342,0;2.6052,1.5109,0;-2.0768,1.9447,0;5.2151,4.002,0;.8675,-1.4978,0;6.9552,3.0005,0;-3.3881,3.8089,0;-5.2173,.4436,0;-3.3479,-1.3543,0;-1.5038,-.2688,0;-.8675,1.5031,0;6.9431,.9928,0;3.9112,2.7518,0;5.2061,.4968,0;.8678,2.0138,0;-.4327,-.2506,0;3.9084,-.2548,0;-3.504,2.3526,0;-4.034,1.7125,0;-3.8501,.305,0;-2.5415,-.2447,0;-1.4088,.6191,0;7.564,1.9226,0;8.0594,1.0539,0;8.2461,1.736,0;4.7819,4.2517,0;1.3004,-1.748,0;6.9563,3.5005,0;-3.2222,4.2806,0;-5.6525,.6898,0;-3.7794,-1.6068,0;-1.5008,-.7688,0;
Duplicates	ChEBI191984_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191984_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191984_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191750-0000191999/ChEBI191984_s0.sdf