CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI28086 (8011)

Formula C₂₁H₂₀O₁₂

MW 464.38

InChIKey LXSRQKADIMPZPQ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 11

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 12

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.95

logP 0.1943

PSA 210.51

MR 111.018

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -439.53481

PM7_Total_Energy_ev -6391.96835

PM7_Electronic_Energy_ev -54987.02981

PM7_Dipole_Debye 1.93924

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.049

PM7_LUMO_Energy_ev -1.415

PM7_COSMO_Area_square_ang 395.01

PM7_COSMO_Volue_cubic_ang 485.16

PM7_Electron_Affinity_ev 1.415

PM7_Ionization_Energy_ev 9.049

PM7_Energy_Gap_ev 7.634

PM7_Global_Hardness_ev 3.817

PM7_Global_Softness_ev 0.26198585276395076

PM7_Chemical_Potential_ev -5.232

PM7_Electronigativity_ev 5.232

PM7_Back_Donation_Energy_ev -0.95425

PM7_Electrophilicity_ev 3.585777312025151

OPENEYE_Name 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-4-one

SMILES c1cc(c(cc1c2c(c(=O)c3c(o2)c(c(cc3O)O)OC4C(C(C(C(O4)C)O)O)O)O)O)O

Canonical_SMILES C[C@@H]1O[C@@H](Oc2c(O)cc(c3c2oc(c2ccc(c(c2)O)O)c(c3=O)O)O)[C@@H]([C@@H]([C@H]1O)O)O

InChI 1/C21H20O12/c1-6-13(26)15(28)17(30)21(31-6)33-19-11(25)5-10(24)12-14(27)16(29)18(32-20(12)19)7-2-3-8(22)9(23)4-7/h2-6,13,15,17,21-26,28-30H,1H3

InChI_3D 1S/C21H20O12/c1-6-13(26)15(28)17(30)21(31-6)33-19-11(25)5-10(24)12-14(27)16(29)18(32-20(12)19)7-2-3-8(22)9(23)4-7/h2-6,13,15,17,21-26,28-30H,1H3/t6-,13-,15+,17+,21-/m0/s1

AuxInfo 1/0/N:21,1,2,3,4,19,5,8,9,10,11,6,17,14,16,15,18,13,12,7,20,25,26,27,28,31,22,30,29,32,24,23,33/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;s5;s6;d13s14;;s16;s16;s17;s18;s19;d14;s7s13;s19s20;s8;s9;s10;s11;s15;s16;s17;s18;s12s20;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;/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;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-1.3326,4.1231,0;-.6953,4.8937,0;-.9892,3.1838,0;.2954,4.7234,0;.0014,3.0135,0;2.0163,5.0415,0;2.5998,-1.5032,0;2.6052,1.5109,0;.6488,3.7824,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-.8675,1.5031,0;4.3408,-.5059,0;-2.8452,3.243,0;-2.2162,5.7593,0;-1.9736,3.0078,0;.8676,2.5138,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;-1.656,4.5044,0;-.5267,5.3645,0;-.9876,2.6838,0;.2923,5.2234,0;-.1685,2.5433,0;1.9254,5.5331,0;2.1071,4.5498,0;2.5079,5.1323,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-1.2998,1.2518,0;4.3394,-1.0059,0;-3.279,3.4916,0;-2.2193,6.2593,0;-2.1435,2.5376,0;

Duplicates ChEBI28086

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28086.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28086.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28086.sdf

Formula	C₂₁H₂₀O₁₂
MW	464.38
InChIKey	LXSRQKADIMPZPQ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	11
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	12
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.95
logP	0.1943
PSA	210.51
MR	111.018
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-439.53481
PM7_Total_Energy_ev	-6391.96835
PM7_Electronic_Energy_ev	-54987.02981
PM7_Dipole_Debye	1.93924
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.049
PM7_LUMO_Energy_ev	-1.415
PM7_COSMO_Area_square_ang	395.01
PM7_COSMO_Volue_cubic_ang	485.16
PM7_Electron_Affinity_ev	1.415
PM7_Ionization_Energy_ev	9.049
PM7_Energy_Gap_ev	7.634
PM7_Global_Hardness_ev	3.817
PM7_Global_Softness_ev	0.26198585276395076
PM7_Chemical_Potential_ev	-5.232
PM7_Electronigativity_ev	5.232
PM7_Back_Donation_Energy_ev	-0.95425
PM7_Electrophilicity_ev	3.585777312025151
OPENEYE_Name	2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chromen-4-one
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)c(c(cc3O)O)OC4C(C(C(C(O4)C)O)O)O)O)O)O
Canonical_SMILES	C[C@@H]1O[C@@H](Oc2c(O)cc(c3c2oc(c2ccc(c(c2)O)O)c(c3=O)O)O)[C@@H]([C@@H]([C@H]1O)O)O
InChI	1/C21H20O12/c1-6-13(26)15(28)17(30)21(31-6)33-19-11(25)5-10(24)12-14(27)16(29)18(32-20(12)19)7-2-3-8(22)9(23)4-7/h2-6,13,15,17,21-26,28-30H,1H3
InChI_3D	1S/C21H20O12/c1-6-13(26)15(28)17(30)21(31-6)33-19-11(25)5-10(24)12-14(27)16(29)18(32-20(12)19)7-2-3-8(22)9(23)4-7/h2-6,13,15,17,21-26,28-30H,1H3/t6-,13-,15+,17+,21-/m0/s1
AuxInfo	1/0/N:21,1,2,3,4,19,5,8,9,10,11,6,17,14,16,15,18,13,12,7,20,25,26,27,28,31,22,30,29,32,24,23,33/rA:53cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;d6;s2;s3d8;d4s6;s4;s7d11;s5;s6;d13s14;;s16;s16;s17;s18;s19;d14;s7s13;s19s20;s8;s9;s10;s11;s15;s16;s17;s18;s12s20;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;s28;s29;s30;s31;s32;/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;3.4774,1.0034,0;2.6026,-.5032,0;3.4761,-.0036,0;-1.3326,4.1231,0;-.6953,4.8937,0;-.9892,3.1838,0;.2954,4.7234,0;.0014,3.0135,0;2.0163,5.0415,0;2.5998,-1.5032,0;2.6052,1.5109,0;.6488,3.7824,0;6.9485,3.0016,0;6.9541,.9939,0;.8675,-1.4978,0;-.8675,1.5031,0;4.3408,-.5059,0;-2.8452,3.243,0;-2.2162,5.7593,0;-1.9736,3.0078,0;.8676,2.5138,0;3.9156,2.7518,0;5.2131,3.5032,0;5.2128,.498,0;-.4327,-.2506,0;-1.656,4.5044,0;-.5267,5.3645,0;-.9876,2.6838,0;.2923,5.2234,0;-.1685,2.5433,0;1.9254,5.5331,0;2.1071,4.5498,0;2.5079,5.1323,0;6.9475,3.5016,0;7.3874,1.2435,0;1.3004,-1.748,0;-1.2998,1.2518,0;4.3394,-1.0059,0;-3.279,3.4916,0;-2.2193,6.2593,0;-2.1435,2.5376,0;
Duplicates	ChEBI28086
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28086.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28086.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000028000-0000028249/ChEBI28086.sdf