CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI5525 (2327)

Formula C₂₁H₂₀O₁₃

MW 480.38

InChIKey SJRXVLUZMMDCNG-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 13

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 13

Lipinski_Violations 2

XLogP3 0

XLogP -2.78

logP -0.8333

PSA 230.74

MR 112.18

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -471.10136

PM7_Total_Energy_ev -6686.80907

PM7_Electronic_Energy_ev -57879.63219

PM7_Dipole_Debye 4.22972

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.035

PM7_LUMO_Energy_ev -1.403

PM7_COSMO_Area_square_ang 402.3

PM7_COSMO_Volue_cubic_ang 498.8

PM7_Electron_Affinity_ev 1.403

PM7_Ionization_Energy_ev 9.035

PM7_Energy_Gap_ev 7.632

PM7_Global_Hardness_ev 3.816

PM7_Global_Softness_ev 0.2620545073375262

PM7_Chemical_Potential_ev -5.219

PM7_Electronigativity_ev 5.219

PM7_Back_Donation_Energy_ev -0.954

PM7_Electrophilicity_ev 3.5689152253668763

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

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

Canonical_SMILES OC[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/C21H20O13/c22-5-11-13(27)15(29)17(31)21(32-11)34-19-10(26)4-9(25)12-14(28)16(30)18(33-20(12)19)6-1-2-7(23)8(24)3-6/h1-4,11,13,15,17,21-27,29-31H,5H2

InChI_3D 1S/C21H20O13/c22-5-11-13(27)15(29)17(31)21(32-11)34-19-10(26)4-9(25)12-14(28)16(30)18(33-20(12)19)6-1-2-7(23)8(24)3-6/h1-4,11,13,15,17,21-27,29-31H,5H2/t11-,13-,15+,17-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,4,21,5,8,9,10,11,19,6,17,14,16,15,18,13,12,7,20,33,25,26,27,28,31,22,30,29,32,24,23,34/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/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;s21;s12s20;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s25;s26;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;3.4774,1.0034,0;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;2.9996,5.2232,0;.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;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;3.1668,5.6944,0;

Duplicates ChEBI5525

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5525.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5525.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5525.sdf

Formula	C₂₁H₂₀O₁₃
MW	480.38
InChIKey	SJRXVLUZMMDCNG-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	13
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	13
Lipinski_Violations	2
XLogP3	0
XLogP	-2.78
logP	-0.8333
PSA	230.74
MR	112.18
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-471.10136
PM7_Total_Energy_ev	-6686.80907
PM7_Electronic_Energy_ev	-57879.63219
PM7_Dipole_Debye	4.22972
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.035
PM7_LUMO_Energy_ev	-1.403
PM7_COSMO_Area_square_ang	402.3
PM7_COSMO_Volue_cubic_ang	498.8
PM7_Electron_Affinity_ev	1.403
PM7_Ionization_Energy_ev	9.035
PM7_Energy_Gap_ev	7.632
PM7_Global_Hardness_ev	3.816
PM7_Global_Softness_ev	0.2620545073375262
PM7_Chemical_Potential_ev	-5.219
PM7_Electronigativity_ev	5.219
PM7_Back_Donation_Energy_ev	-0.954
PM7_Electrophilicity_ev	3.5689152253668763
OPENEYE_Name	2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one
SMILES	c1cc(c(cc1c2c(c(=O)c3c(o2)c(c(cc3O)O)OC4C(C(C(C(O4)CO)O)O)O)O)O)O
Canonical_SMILES	OC[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/C21H20O13/c22-5-11-13(27)15(29)17(31)21(32-11)34-19-10(26)4-9(25)12-14(28)16(30)18(33-20(12)19)6-1-2-7(23)8(24)3-6/h1-4,11,13,15,17,21-27,29-31H,5H2
InChI_3D	1S/C21H20O13/c22-5-11-13(27)15(29)17(31)21(32-11)34-19-10(26)4-9(25)12-14(28)16(30)18(33-20(12)19)6-1-2-7(23)8(24)3-6/h1-4,11,13,15,17,21-27,29-31H,5H2/t11-,13-,15+,17-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,4,21,5,8,9,10,11,19,6,17,14,16,15,18,13,12,7,20,33,25,26,27,28,31,22,30,29,32,24,23,34/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/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;s21;s12s20;s1;s2;s3;s4;s16;s17;s18;s19;s20;s21;s21;s25;s26;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;3.4774,1.0034,0;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;2.9996,5.2232,0;.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;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;3.1668,5.6944,0;
Duplicates	ChEBI5525
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5525.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5525.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000005500-0000005749/ChEBI5525.sdf