CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI184211_s0 (98939)

Formula C₂₂H₂₀O₁₃

MW 492.39

InChIKey UWBKEKWTUMGDCN-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 -0.76

logP -0.1436

PSA 216.58

MR 115.236

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -451.61036

PM7_Total_Energy_ev -6809.2529

PM7_Electronic_Energy_ev -56611.98541

PM7_Dipole_Debye 3.8834

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.184

PM7_LUMO_Energy_ev -1.358

PM7_COSMO_Area_square_ang 442.84

PM7_COSMO_Volue_cubic_ang 508.98

PM7_Electron_Affinity_ev 1.358

PM7_Ionization_Energy_ev 9.184

PM7_Energy_Gap_ev 7.826

PM7_Global_Hardness_ev 3.913

PM7_Global_Softness_ev 0.2555583950932788

PM7_Chemical_Potential_ev -5.271

PM7_Electronigativity_ev 5.271

PM7_Back_Donation_Energy_ev -0.97825

PM7_Electrophilicity_ev 3.5501457960644007

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

SMILES c1cc(c(cc1c2cc(=O)c3c(o2)cc(c(c3O)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O

Canonical_SMILES COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O

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

InChI_3D 1S/C22H20O13/c1-32-19-13(34-22-18(29)16(27)17(28)20(35-22)21(30)31)6-12-14(15(19)26)10(25)5-11(33-12)7-2-3-8(23)9(24)4-7/h2-6,16-18,20,22-24,26-29H,1H3,(H,30,31)/t16-,17-,18-,20-,22+/m0/s1

AuxInfo 1/1/N:22,1,2,3,13,4,5,8,9,15,14,7,10,6,11,19,18,20,12,17,16,21,27,28,23,29,32,31,33,24,30,35,25,34,26/E:(30,31)/F:22,1,2,3,13,4,5,8,9,15,14,7,10,6,11,19,18,20,12,17,16,21,27,28,23,29,32,31,33,30,24,35,25,34,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;;s5d13;s6s13;;s16;s17;s18;s19;s20;;d15;d16;s7s14;s17s21;s8;s9;s11;s16;s18;s19;s20;s10s21;s12s22;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.1468,2.3351,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-.8639,-1.5013,0;2.5998,-1.5032,0;-2.8094,1.3938,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-4.1308,2.5136,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-.8653,-.5013,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-2.9326,3.3493,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-4.454,2.1321,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;

Duplicates ChEBI184211_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184211_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184211_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184211_s0.sdf

Formula	C₂₂H₂₀O₁₃
MW	492.39
InChIKey	UWBKEKWTUMGDCN-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	-0.76
logP	-0.1436
PSA	216.58
MR	115.236
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-451.61036
PM7_Total_Energy_ev	-6809.2529
PM7_Electronic_Energy_ev	-56611.98541
PM7_Dipole_Debye	3.8834
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.184
PM7_LUMO_Energy_ev	-1.358
PM7_COSMO_Area_square_ang	442.84
PM7_COSMO_Volue_cubic_ang	508.98
PM7_Electron_Affinity_ev	1.358
PM7_Ionization_Energy_ev	9.184
PM7_Energy_Gap_ev	7.826
PM7_Global_Hardness_ev	3.913
PM7_Global_Softness_ev	0.2555583950932788
PM7_Chemical_Potential_ev	-5.271
PM7_Electronigativity_ev	5.271
PM7_Back_Donation_Energy_ev	-0.97825
PM7_Electrophilicity_ev	3.5501457960644007
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{S},6~{S})-6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-6-methoxy-4-oxo-chromen-7-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)cc(c(c3O)OC)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)O
Canonical_SMILES	COc1c(O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)cc2c(c1O)c(=O)cc(o2)c1ccc(c(c1)O)O
InChI	1/C22H20O13/c1-32-19-13(34-22-18(29)16(27)17(28)20(35-22)21(30)31)6-12-14(15(19)26)10(25)5-11(33-12)7-2-3-8(23)9(24)4-7/h2-6,16-18,20,22-24,26-29H,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C22H20O13/c1-32-19-13(34-22-18(29)16(27)17(28)20(35-22)21(30)31)6-12-14(15(19)26)10(25)5-11(33-12)7-2-3-8(23)9(24)4-7/h2-6,16-18,20,22-24,26-29H,1H3,(H,30,31)/t16-,17-,18-,20-,22+/m0/s1
AuxInfo	1/1/N:22,1,2,3,13,4,5,8,9,15,14,7,10,6,11,19,18,20,12,17,16,21,27,28,23,29,32,31,33,24,30,35,25,34,26/E:(30,31)/F:22,1,2,3,13,4,5,8,9,15,14,7,10,6,11,19,18,20,12,17,16,21,27,28,23,29,32,31,33,30,24,35,25,34,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d4s6;s2;s3d8;s4;d6;d10s11;;s5d13;s6s13;;s16;s17;s18;s19;s20;;d15;d16;s7s14;s17s21;s8;s9;s11;s16;s18;s19;s20;s10s21;s12s22;s1;s2;s3;s4;s13;s17;s18;s19;s20;s21;s22;s22;s22;s27;s28;s29;s30;s31;s32;s33;/rC:4.3484,2.5014,0;5.2134,3.0032,0;5.2147,.998,0;.868,1.5138,0;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;0,1.0057,0;.868,-.4978,0;;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;-3.1468,2.3351,0;-2.5003,3.098,0;-2.1556,4.0423,0;-1.1701,4.2122,0;-.5258,3.4474,0;-.8705,2.5031,0;-.8639,-1.5013,0;2.5998,-1.5032,0;-2.8094,1.3938,0;2.6052,1.5109,0;-1.8595,2.3236,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-4.1308,2.5136,0;-2.1506,5.7923,0;.3454,5.0872,0;.3402,2.9474,0;-.8675,1.5031,0;-.8653,-.5013,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;.8678,2.0138,0;3.9084,-.2548,0;-2.9326,3.3493,0;-2.6479,4.1301,0;-1.3403,4.6823,0;-.2048,3.8307,0;-.378,2.4168,0;-1.3639,-1.502,0;-.3639,-1.5005,0;-.8631,-2.0012,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-4.454,2.1321,0;-2.5829,6.0435,0;.3454,5.5872,0;.7732,3.1974,0;
Duplicates	ChEBI184211_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184211_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184211_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000184000-0000184249/ChEBI184211_s0.sdf