CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27669 (7748)

Formula C₂₁H₂₂O₁₁

MW 450.4

InChIKey ZROGCCBNZBKLEL-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 32

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 7

ONatoms 11

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -1.38

logP 0.0381

PSA 186.37

MR 105.977

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -419.04193

PM7_Total_Energy_ev -6124.31353

PM7_Electronic_Energy_ev -52834.79194

PM7_Dipole_Debye 2.07991

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.181

PM7_LUMO_Energy_ev -1.007

PM7_COSMO_Area_square_ang 389.05

PM7_COSMO_Volue_cubic_ang 485.02

PM7_Electron_Affinity_ev 1.007

PM7_Ionization_Energy_ev 9.181

PM7_Energy_Gap_ev 8.174

PM7_Global_Hardness_ev 4.087

PM7_Global_Softness_ev 0.24467824810374358

PM7_Chemical_Potential_ev -5.094

PM7_Electronigativity_ev 5.094

PM7_Back_Donation_Energy_ev -1.02175

PM7_Electrophilicity_ev 3.1745578664056766

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

SMILES c1cc(c(cc1C2C(C(=O)c3c(cc(cc3O)O)O2)OC4C(C(C(C(O4)C)O)O)O)O)O

Canonical_SMILES Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)O)O

InChI 1/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3

InChI_3D 1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19-,20+,21-/m0/s1

AuxInfo 1/0/N:21,1,2,3,5,4,19,7,11,9,10,12,8,6,17,13,16,18,14,15,20,27,25,26,28,30,22,29,31,24,23,32/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s6;s2;s3d9;s4d5;s5d6;s6;s7;s13s14;;s16;s16;s17;s18;s19;d13;s8s14;s19s20;s9;s10;s11;s12;s16;s17;s18;s15s20;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;4.7113,-4.2992,0;3.7271,-4.4765,0;5.0553,-3.3602,0;3.0803,-3.707,0;4.4085,-2.5907,0;1.9592,-5.0507,0;2.5998,-1.5032,0;2.6052,1.5109,0;3.4178,-2.7602,0;4.8533,4.7648,0;6.1476,3.23,0;-.8675,1.5031,0;.8675,-1.4978,0;6.4346,-4.6034,0;4.3301,-6.1193,0;6.1804,-2.0198,0;4.0695,-1.6499,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;3.9696,.9156,0;3.9687,.0821,0;4.7122,-4.7992,0;3.2945,-4.7273,0;5.488,-3.6107,0;2.6462,-3.459,0;4.8419,-2.3412,0;2.3431,-5.371,0;1.5753,-4.7303,0;1.6388,-5.4346,0;4.5313,5.1473,0;6.3192,3.6996,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.6056,-5.0733,0;4.0098,-6.5032,0;6.6728,-2.1067,0;

Duplicates ChEBI27669;ChEBI38200

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27669.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27669.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27669.sdf

Formula	C₂₁H₂₂O₁₁
MW	450.4
InChIKey	ZROGCCBNZBKLEL-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	32
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	7
ONatoms	11
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-1.38
logP	0.0381
PSA	186.37
MR	105.977
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-419.04193
PM7_Total_Energy_ev	-6124.31353
PM7_Electronic_Energy_ev	-52834.79194
PM7_Dipole_Debye	2.07991
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.181
PM7_LUMO_Energy_ev	-1.007
PM7_COSMO_Area_square_ang	389.05
PM7_COSMO_Volue_cubic_ang	485.02
PM7_Electron_Affinity_ev	1.007
PM7_Ionization_Energy_ev	9.181
PM7_Energy_Gap_ev	8.174
PM7_Global_Hardness_ev	4.087
PM7_Global_Softness_ev	0.24467824810374358
PM7_Chemical_Potential_ev	-5.094
PM7_Electronigativity_ev	5.094
PM7_Back_Donation_Energy_ev	-1.02175
PM7_Electrophilicity_ev	3.1745578664056766
OPENEYE_Name	(2~{S},3~{S})-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chroman-4-one
SMILES	c1cc(c(cc1C2C(C(=O)c3c(cc(cc3O)O)O2)OC4C(C(C(C(O4)C)O)O)O)O)O
Canonical_SMILES	Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2=O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1ccc(c(c1)O)O
InChI	1/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3
InChI_3D	1S/C21H22O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-26,28-29H,1H3/t7-,15-,17+,18+,19-,20+,21-/m0/s1
AuxInfo	1/0/N:21,1,2,3,5,4,19,7,11,9,10,12,8,6,17,13,16,18,14,15,20,27,25,26,28,30,22,29,31,24,23,32/rA:54cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;;s1d3;d4s6;s2;s3d9;s4d5;s5d6;s6;s7;s13s14;;s16;s16;s17;s18;s19;d13;s8s14;s19s20;s9;s10;s11;s12;s16;s17;s18;s15s20;s1;s2;s3;s4;s5;s14;s15;s16;s17;s18;s19;s20;s21;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;1.736,-.0012,0;3.8219,1.9422,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;4.7113,-4.2992,0;3.7271,-4.4765,0;5.0553,-3.3602,0;3.0803,-3.707,0;4.4085,-2.5907,0;1.9592,-5.0507,0;2.5998,-1.5032,0;2.6052,1.5109,0;3.4178,-2.7602,0;4.8533,4.7648,0;6.1476,3.23,0;-.8675,1.5031,0;.8675,-1.4978,0;6.4346,-4.6034,0;4.3301,-6.1193,0;6.1804,-2.0198,0;4.0695,-1.6499,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;3.9696,.9156,0;3.9687,.0821,0;4.7122,-4.7992,0;3.2945,-4.7273,0;5.488,-3.6107,0;2.6462,-3.459,0;4.8419,-2.3412,0;2.3431,-5.371,0;1.5753,-4.7303,0;1.6388,-5.4346,0;4.5313,5.1473,0;6.3192,3.6996,0;-1.2998,1.2518,0;1.3004,-1.748,0;6.6056,-5.0733,0;4.0098,-6.5032,0;6.6728,-2.1067,0;
Duplicates	ChEBI27669;ChEBI38200
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27669.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27669.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27669.sdf