CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16836 (13127)

Formula C₂₁H₂₀O₁₀

MW 432.38

InChIKey SGEWCQFRYRRZDC-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 10

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 10

Lipinski_Violations 1

XLogP3 0

XLogP -1.68

logP 0.0917

PSA 181.05

MR 106.608

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -369.3152

PM7_Total_Energy_ev -5801.95822

PM7_Electronic_Energy_ev -49221.29751

PM7_Dipole_Debye 2.74968

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.727

PM7_LUMO_Energy_ev -1.213

PM7_COSMO_Area_square_ang 372.65

PM7_COSMO_Volue_cubic_ang 464.56

PM7_Electron_Affinity_ev 1.213

PM7_Ionization_Energy_ev 9.727

PM7_Energy_Gap_ev 8.514

PM7_Global_Hardness_ev 4.257

PM7_Global_Softness_ev 0.2349072116513977

PM7_Chemical_Potential_ev -5.47

PM7_Electronigativity_ev 5.47

PM7_Back_Donation_Energy_ev -1.06425

PM7_Electrophilicity_ev 3.514317594550153

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

SMILES c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O

InChI 1/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2

InChI_3D 1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,13,21,6,10,11,12,15,14,20,7,8,19,18,17,9,16,31,25,26,27,22,30,29,28,23,24/E:(1,2)(3,4)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;s18;s19;s20;d15;s9s14;s16s20;s10;s11;s12;s17;s18;s19;s21;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:4.9944,2.8749,0;5.8584,1.3703,0;5.8661,3.3755,0;6.7301,1.8709,0;;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.7384,2.876,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;7.6056,3.374,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;4.5616,3.1253,0;5.8565,.8703,0;5.8658,3.8755,0;7.1618,1.6186,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.6067,3.874,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.0179,5.2256,0;2.5992,6.7947,0;-1.6369,6.1126,0;

Duplicates DB16836

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16836.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16836.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16836.sdf

Formula	C₂₁H₂₀O₁₀
MW	432.38
InChIKey	SGEWCQFRYRRZDC-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	10
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	10
Lipinski_Violations	1
XLogP3	0
XLogP	-1.68
logP	0.0917
PSA	181.05
MR	106.608
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-369.3152
PM7_Total_Energy_ev	-5801.95822
PM7_Electronic_Energy_ev	-49221.29751
PM7_Dipole_Debye	2.74968
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.727
PM7_LUMO_Energy_ev	-1.213
PM7_COSMO_Area_square_ang	372.65
PM7_COSMO_Volue_cubic_ang	464.56
PM7_Electron_Affinity_ev	1.213
PM7_Ionization_Energy_ev	9.727
PM7_Energy_Gap_ev	8.514
PM7_Global_Hardness_ev	4.257
PM7_Global_Softness_ev	0.2349072116513977
PM7_Chemical_Potential_ev	-5.47
PM7_Electronigativity_ev	5.47
PM7_Back_Donation_Energy_ev	-1.06425
PM7_Electrophilicity_ev	3.514317594550153
OPENEYE_Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2~{S},3~{R},4~{R},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O
InChI	1/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2
InChI_3D	1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,13,21,6,10,11,12,15,14,20,7,8,19,18,17,9,16,31,25,26,27,22,30,29,28,23,24/E:(1,2)(3,4)/rA:51cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;s18;s19;s20;d15;s9s14;s16s20;s10;s11;s12;s17;s18;s19;s21;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s21;s25;s26;s27;s28;s29;s30;s31;/rC:4.9944,2.8749,0;5.8584,1.3703,0;5.8661,3.3755,0;6.7301,1.8709,0;;4.995,1.8749,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.7384,2.876,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;1.857,3.0876,0;2.4989,3.8545,0;2.1611,4.7958,0;1.1714,4.972,0;-.3392,5.8554,0;2.5998,-1.5032,0;2.6052,1.5109,0;.5196,4.2068,0;7.6056,3.374,0;.8675,-1.4978,0;-.8675,1.5031,0;3.3729,2.2131,0;4.0167,4.7256,0;2.1656,6.5458,0;-1.2025,6.3601,0;4.5616,3.1253,0;5.8565,.8703,0;5.8658,3.8755,0;7.1618,1.6186,0;-.4327,-.2506,0;3.9084,-.2548,0;.3752,3.1758,0;1.6857,2.6179,0;2.82,3.4713,0;2.6538,4.8809,0;1.3441,5.4412,0;-.5916,5.4237,0;-.0868,6.287,0;7.6067,3.874,0;1.3004,-1.748,0;-1.2998,1.2518,0;3.8058,2.4633,0;4.0179,5.2256,0;2.5992,6.7947,0;-1.6369,6.1126,0;
Duplicates	DB16836
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16836.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16836.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16836.sdf