CompChem-Database: compound details

CompChem-Database: details for selected entry

DB09298 (8944)

Formula C₂₅H₂₂O₁₀

MW 482.44

InChIKey SEBFKMXJBCUCAI-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 5

Number_Bonds 61

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 4

ONatoms 10

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP 0.71

logP 2.3627

PSA 155.14

MR 120.55

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -323.90178

PM7_Total_Energy_ev -6319.19244

PM7_Electronic_Energy_ev -53142.90937

PM7_Dipole_Debye 6.1461

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.949

PM7_LUMO_Energy_ev -0.875

PM7_COSMO_Area_square_ang 455.68

PM7_COSMO_Volue_cubic_ang 519.25

PM7_Electron_Affinity_ev 0.875

PM7_Ionization_Energy_ev 8.949

PM7_Energy_Gap_ev 8.074

PM7_Global_Hardness_ev 4.037

PM7_Global_Softness_ev 0.24770869457517958

PM7_Chemical_Potential_ev -4.912

PM7_Electronigativity_ev 4.912

PM7_Back_Donation_Energy_ev -1.00925

PM7_Electrophilicity_ev 2.988325984642061

OPENEYE_Name (2~{R},3~{R})-3,5,7-trihydroxy-2-[(2~{R},3~{R})-3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one

SMILES c1cc2c(cc1C3C(C(=O)c4c(cc(cc4O)O)O3)O)OC(C(O2)CO)c5ccc(c(c5)OC)O

Canonical_SMILES OC[C@H]1Oc2ccc(cc2O[C@@H]1c1ccc(c(c1)OC)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O

InChI 1/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3

InChI_3D 1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1

AuxInfo 1/0/N:24,2,1,4,3,6,5,8,7,25,11,10,17,15,18,12,16,13,14,23,9,19,22,21,20,34,31,30,32,26,33,35,29,27,28/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1d5;s2d6;s3;s5d12;d7s9;s4;s6d15;s7d8;s8d9;s9;s10;s11;s19s20;s21;;s23;d19;s13s21;s14s20;s12s23;s15;s17;s18;s22;s25;s16s24;s1;s2;s3;s4;s5;s6;s7;s8;s20;s21;s22;s23;s24;s24;s24;s25;s25;s30;s31;s32;s33;s34;/rC:;4.8008,-2.1191,0;.8679,.5078,0;5.1463,-3.0575,0;.8679,-1.5035,0;3.1708,-2.714,0;-2.5446,.5545,0;-4.1801,-.0539,0;-2.8465,-1.1653,0;0,-1.0057,0;3.8163,-1.9434,0;1.7358,0,0;1.7371,-1.0057,0;-2.2013,-.3922,0;4.5009,-3.8281,0;3.5098,-3.6602,0;-3.5368,.7191,0;-3.8313,-.9918,0;-2.5014,-2.1055,0;-.8653,-1.5069,0;3.4748,-1.0035,0;-1.5104,-2.2802,0;3.4735,.0022,0;3.2105,-5.3662,0;4.0722,1.6466,0;-3.1432,-2.8724,0;2.6038,-1.5046,0;-1.2111,-.5589,0;2.6012,.5067,0;4.8465,-4.7664,0;-3.8855,1.6564,0;-4.4714,-1.7601,0;.0068,-3.1523,0;4.4142,2.5863,0;2.8677,-4.4268,0;-.4337,.2487,0;5.1218,-1.7358,0;.8679,1.0078,0;5.6389,-3.1432,0;.8677,-2.0035,0;2.6786,-2.6261,0;-2.2249,.9389,0;-4.673,.0302,0;-.5431,-1.8893,0;3.9672,-.9165,0;-1.681,-2.7502,0;3.966,-.0843,0;3.6802,-5.1948,0;2.7408,-5.5376,0;3.3819,-5.8359,0;3.6023,1.8177,0;4.542,1.4756,0;5.3392,-4.8514,0;-4.3785,1.7397,0;-4.2987,-2.2294,0;.0077,-3.6523,0;4.0929,2.9693,0;

Duplicates DB09298

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09298.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09298.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09298.sdf

Formula	C₂₅H₂₂O₁₀
MW	482.44
InChIKey	SEBFKMXJBCUCAI-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	5
Number_Bonds	61
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	4
ONatoms	10
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	0.71
logP	2.3627
PSA	155.14
MR	120.55
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-323.90178
PM7_Total_Energy_ev	-6319.19244
PM7_Electronic_Energy_ev	-53142.90937
PM7_Dipole_Debye	6.1461
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.949
PM7_LUMO_Energy_ev	-0.875
PM7_COSMO_Area_square_ang	455.68
PM7_COSMO_Volue_cubic_ang	519.25
PM7_Electron_Affinity_ev	0.875
PM7_Ionization_Energy_ev	8.949
PM7_Energy_Gap_ev	8.074
PM7_Global_Hardness_ev	4.037
PM7_Global_Softness_ev	0.24770869457517958
PM7_Chemical_Potential_ev	-4.912
PM7_Electronigativity_ev	4.912
PM7_Back_Donation_Energy_ev	-1.00925
PM7_Electrophilicity_ev	2.988325984642061
OPENEYE_Name	(2~{R},3~{R})-3,5,7-trihydroxy-2-[(2~{R},3~{R})-3-(4-hydroxy-3-methoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]chroman-4-one
SMILES	c1cc2c(cc1C3C(C(=O)c4c(cc(cc4O)O)O3)O)OC(C(O2)CO)c5ccc(c(c5)OC)O
Canonical_SMILES	OC[C@H]1Oc2ccc(cc2O[C@@H]1c1ccc(c(c1)OC)O)[C@H]1Oc2cc(O)cc(c2C(=O)[C@@H]1O)O
InChI	1/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3
InChI_3D	1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3/t20-,23+,24-,25-/m1/s1
AuxInfo	1/0/N:24,2,1,4,3,6,5,8,7,25,11,10,17,15,18,12,16,13,14,23,9,19,22,21,20,34,31,30,32,26,33,35,29,27,28/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1d5;s2d6;s3;s5d12;d7s9;s4;s6d15;s7d8;s8d9;s9;s10;s11;s19s20;s21;;s23;d19;s13s21;s14s20;s12s23;s15;s17;s18;s22;s25;s16s24;s1;s2;s3;s4;s5;s6;s7;s8;s20;s21;s22;s23;s24;s24;s24;s25;s25;s30;s31;s32;s33;s34;/rC:;4.8008,-2.1191,0;.8679,.5078,0;5.1463,-3.0575,0;.8679,-1.5035,0;3.1708,-2.714,0;-2.5446,.5545,0;-4.1801,-.0539,0;-2.8465,-1.1653,0;0,-1.0057,0;3.8163,-1.9434,0;1.7358,0,0;1.7371,-1.0057,0;-2.2013,-.3922,0;4.5009,-3.8281,0;3.5098,-3.6602,0;-3.5368,.7191,0;-3.8313,-.9918,0;-2.5014,-2.1055,0;-.8653,-1.5069,0;3.4748,-1.0035,0;-1.5104,-2.2802,0;3.4735,.0022,0;3.2105,-5.3662,0;4.0722,1.6466,0;-3.1432,-2.8724,0;2.6038,-1.5046,0;-1.2111,-.5589,0;2.6012,.5067,0;4.8465,-4.7664,0;-3.8855,1.6564,0;-4.4714,-1.7601,0;.0068,-3.1523,0;4.4142,2.5863,0;2.8677,-4.4268,0;-.4337,.2487,0;5.1218,-1.7358,0;.8679,1.0078,0;5.6389,-3.1432,0;.8677,-2.0035,0;2.6786,-2.6261,0;-2.2249,.9389,0;-4.673,.0302,0;-.5431,-1.8893,0;3.9672,-.9165,0;-1.681,-2.7502,0;3.966,-.0843,0;3.6802,-5.1948,0;2.7408,-5.5376,0;3.3819,-5.8359,0;3.6023,1.8177,0;4.542,1.4756,0;5.3392,-4.8514,0;-4.3785,1.7397,0;-4.2987,-2.2294,0;.0077,-3.6523,0;4.0929,2.9693,0;
Duplicates	DB09298
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09298.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09298.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000009250-0000009499/DB09298.sdf