CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI191697_s0 (105465)

Formula C₂₂H₂₀O₁₃

MW 492.39

InChIKey CUIJPIJRAYLBAL-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 -468.57152

PM7_Total_Energy_ev -6809.69155

PM7_Electronic_Energy_ev -60416.17321

PM7_Dipole_Debye 3.56315

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.148

PM7_LUMO_Energy_ev -1.265

PM7_COSMO_Area_square_ang 412.21

PM7_COSMO_Volue_cubic_ang 510.78

PM7_Electron_Affinity_ev 1.265

PM7_Ionization_Energy_ev 9.148

PM7_Energy_Gap_ev 7.883

PM7_Global_Hardness_ev 3.9415

PM7_Global_Softness_ev 0.2537105163009007

PM7_Chemical_Potential_ev -5.2065

PM7_Electronigativity_ev 5.2065

PM7_Back_Donation_Energy_ev -0.985375

PM7_Electrophilicity_ev 3.4387469554738046

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

SMILES c1cc(c(cc1c2cc(=O)c3c(o2)c(c(cc3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC

Canonical_SMILES COc1ccc(cc1O)c1cc(=O)c2c(o1)c(O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)c(cc2O)O

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

InChI_3D 1S/C22H20O13/c1-32-12-3-2-7(4-8(12)23)13-6-10(25)14-9(24)5-11(26)18(19(14)33-13)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-24,26-29H,1H3,(H,30,31)/t15-,16+,17+,20+,22+/m1/s1

AuxInfo 1/1/N:22,1,2,3,4,13,5,9,10,15,11,8,14,6,19,18,20,12,7,17,16,21,27,28,23,29,32,31,33,24,30,35,25,34,26/E:(30,31)/F:22,1,2,3,4,13,5,9,10,15,11,8,14,6,19,18,20,12,7,17,16,21,27,28,23,29,32,31,33,30,24,35,25,34,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;;s5d13;s6s13;;s16;s17;s18;s19;s20;;d15;d16;s7s14;s17s21;s9;s10;s11;s16;s18;s19;s20;s12s21;s8s22;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;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;1.2787,4.9051,0;.2954,4.7234,0;-.6953,4.8937,0;-1.3326,4.1231,0;-.9892,3.1838,0;.0014,3.0135,0;6.9464,4.0016,0;2.5998,-1.5032,0;1.9278,4.1444,0;2.6052,1.5109,0;.6488,3.7824,0;6.9541,.9939,0;.8675,-1.4978,0;-.8675,1.5031,0;1.613,5.8476,0;-2.2162,5.7593,0;-2.8452,3.243,0;-1.9736,3.0078,0;.8676,2.5138,0;6.9485,3.0016,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;3.9084,-.2548,0;.2923,5.2234,0;-.5267,5.3645,0;-1.656,4.5044,0;-.9876,2.6838,0;-.1685,2.5433,0;6.4464,4.0005,0;7.4464,4.0026,0;6.9454,4.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-1.2998,1.2518,0;2.1047,5.9385,0;-2.2193,6.2593,0;-3.279,3.4916,0;-2.1435,2.5376,0;

Duplicates ChEBI191697_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191697_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191697_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191697_s0.sdf

Formula	C₂₂H₂₀O₁₃
MW	492.39
InChIKey	CUIJPIJRAYLBAL-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	-468.57152
PM7_Total_Energy_ev	-6809.69155
PM7_Electronic_Energy_ev	-60416.17321
PM7_Dipole_Debye	3.56315
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.148
PM7_LUMO_Energy_ev	-1.265
PM7_COSMO_Area_square_ang	412.21
PM7_COSMO_Volue_cubic_ang	510.78
PM7_Electron_Affinity_ev	1.265
PM7_Ionization_Energy_ev	9.148
PM7_Energy_Gap_ev	7.883
PM7_Global_Hardness_ev	3.9415
PM7_Global_Softness_ev	0.2537105163009007
PM7_Chemical_Potential_ev	-5.2065
PM7_Electronigativity_ev	5.2065
PM7_Back_Donation_Energy_ev	-0.985375
PM7_Electrophilicity_ev	3.4387469554738046
OPENEYE_Name	(2~{S},3~{S},4~{R},5~{S},6~{R})-6-[5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)-4-oxo-chromen-8-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1c2cc(=O)c3c(o2)c(c(cc3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC
Canonical_SMILES	COc1ccc(cc1O)c1cc(=O)c2c(o1)c(O[C@H]1O[C@H](C(=O)O)[C@H]([C@H]([C@@H]1O)O)O)c(cc2O)O
InChI	1/C22H20O13/c1-32-12-3-2-7(4-8(12)23)13-6-10(25)14-9(24)5-11(26)18(19(14)33-13)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-24,26-29H,1H3,(H,30,31)/f/h30H
InChI_3D	1S/C22H20O13/c1-32-12-3-2-7(4-8(12)23)13-6-10(25)14-9(24)5-11(26)18(19(14)33-13)34-22-17(29)15(27)16(28)20(35-22)21(30)31/h2-6,15-17,20,22-24,26-29H,1H3,(H,30,31)/t15-,16+,17+,20+,22+/m1/s1
AuxInfo	1/1/N:22,1,2,3,4,13,5,9,10,15,11,8,14,6,19,18,20,12,7,17,16,21,27,28,23,29,32,31,33,24,30,35,25,34,26/E:(30,31)/F:22,1,2,3,4,13,5,9,10,15,11,8,14,6,19,18,20,12,7,17,16,21,27,28,23,29,32,31,33,30,24,35,25,34,26/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;;s5d13;s6s13;;s16;s17;s18;s19;s20;;d15;d16;s7s14;s17s21;s9;s10;s11;s16;s18;s19;s20;s12s21;s8s22;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;;4.3446,1.5014,0;1.736,-.0012,0;1.7374,1.0057,0;6.0835,2.4998,0;6.0885,1.4947,0;.868,-.4978,0;0,1.0057,0;.868,1.5138,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;1.2787,4.9051,0;.2954,4.7234,0;-.6953,4.8937,0;-1.3326,4.1231,0;-.9892,3.1838,0;.0014,3.0135,0;6.9464,4.0016,0;2.5998,-1.5032,0;1.9278,4.1444,0;2.6052,1.5109,0;.6488,3.7824,0;6.9541,.9939,0;.8675,-1.4978,0;-.8675,1.5031,0;1.613,5.8476,0;-2.2162,5.7593,0;-2.8452,3.243,0;-1.9736,3.0078,0;.8676,2.5138,0;6.9485,3.0016,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;3.9084,-.2548,0;.2923,5.2234,0;-.5267,5.3645,0;-1.656,4.5044,0;-.9876,2.6838,0;-.1685,2.5433,0;6.4464,4.0005,0;7.4464,4.0026,0;6.9454,4.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-1.2998,1.2518,0;2.1047,5.9385,0;-2.2193,6.2593,0;-3.279,3.4916,0;-2.1435,2.5376,0;
Duplicates	ChEBI191697_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191697_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191697_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000191500-0000191749/ChEBI191697_s0.sdf