CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185961 (2527781)

Formula C₂₂H₂₄O₉

MW 432.43

InChIKey QMAWHLGOYBNGRJ-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 9

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 2.16

logP 1.1452

PSA 134.91

MR 109.551

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -301.94896

PM7_Total_Energy_ev -5682.32328

PM7_Electronic_Energy_ev -43677.25761

PM7_Dipole_Debye 2.38474

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.793

PM7_LUMO_Energy_ev -0.46

PM7_COSMO_Area_square_ang 442.58

PM7_COSMO_Volue_cubic_ang 498.8

PM7_Electron_Affinity_ev 0.46

PM7_Ionization_Energy_ev 8.793

PM7_Energy_Gap_ev 8.333

PM7_Global_Hardness_ev 4.1665

PM7_Global_Softness_ev 0.24000960038401536

PM7_Chemical_Potential_ev -4.6265

PM7_Electronigativity_ev 4.6265

PM7_Back_Donation_Energy_ev -1.041625

PM7_Electrophilicity_ev 2.568643015720629

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-6-[4-[(~{E})-2-(3,5-dimethoxyphenyl)vinyl]phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

SMILES c1cc(ccc1C=Cc2cc(cc(c2)OC)OC)OC3C(C(C(C(O3)C(=O)O)O)O)O

Canonical_SMILES COc1cc(/C=C/c2ccc(cc2)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)cc(c1)OC

InChI 1/C22H24O9/c1-28-15-9-13(10-16(11-15)29-2)4-3-12-5-7-14(8-6-12)30-22-19(25)17(23)18(24)20(31-22)21(26)27/h3-11,17-20,22-25H,1-2H3,(H,26,27)/f/h26H

InChI_3D 1S/C22H24O9/c1-28-15-9-13(10-16(11-15)29-2)4-3-12-5-7-14(8-6-12)30-22-19(25)17(23)18(24)20(31-22)21(26)27/h3-11,17-20,22-25H,1-2H3,(H,26,27)/b4-3+/t17-,18-,19+,20-,22+/m0/s1

AuxInfo 1/1/N:21,22,13,14,1,2,3,4,5,6,7,8,9,10,11,12,18,17,19,16,15,20,27,26,28,23,25,30,31,29,24/E:(1,2)(5,6)(7,8)(9,10)(15,16)(26,27)(28,29)/F:21,22,13,14,1,2,3,4,5,6,7,8,9,10,11,12,18,17,19,16,15,20,27,26,28,25,23,30,31,29,24/E:(1,2)(5,6)(7,8)(9,10)(15,16)(28,29)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s6;s3d4;s5d7;d6s7;s8;s9w13;;s15;s16;s17;s18;s19;;;d15;s16s20;s15;s17;s18;s19;s10s20;s11s21;s12s22;s1;s2;s3;s4;s5;s6;s7;s13;s14;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s25;s26;s27;s28;/rC:3.8369,2.0128,0;3.5424,3.7226,0;2.8463,1.8421,0;2.5517,3.5519,0;7.1377,3.461,0;7.4349,1.7515,0;8.7667,2.8634,0;4.1799,2.9521,0;6.7906,2.5231,0;2.1987,2.6108,0;8.1225,3.635,0;8.4262,1.9177,0;5.1654,3.1219,0;5.8052,2.3533,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;9.4505,4.747,0;8.7227,.2112,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;8.4655,4.5744,0;9.0671,1.1501,0;4.1574,1.6289,0;3.7159,4.1915,0;2.6748,1.3724,0;2.233,3.9371,0;6.8173,3.8448,0;7.2613,1.2826,0;9.2591,2.9505,0;5.3383,3.5911,0;5.6323,1.8842,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;9.5368,4.2545,0;9.3642,5.2395,0;9.943,4.8333,0;8.2533,.3834,0;9.1921,.0391,0;8.5505,-.2582,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;

Duplicates CHEMBL5185961

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185961.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185961.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185961.sdf

Formula	C₂₂H₂₄O₉
MW	432.43
InChIKey	QMAWHLGOYBNGRJ-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	9
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	2.16
logP	1.1452
PSA	134.91
MR	109.551
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-301.94896
PM7_Total_Energy_ev	-5682.32328
PM7_Electronic_Energy_ev	-43677.25761
PM7_Dipole_Debye	2.38474
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.793
PM7_LUMO_Energy_ev	-0.46
PM7_COSMO_Area_square_ang	442.58
PM7_COSMO_Volue_cubic_ang	498.8
PM7_Electron_Affinity_ev	0.46
PM7_Ionization_Energy_ev	8.793
PM7_Energy_Gap_ev	8.333
PM7_Global_Hardness_ev	4.1665
PM7_Global_Softness_ev	0.24000960038401536
PM7_Chemical_Potential_ev	-4.6265
PM7_Electronigativity_ev	4.6265
PM7_Back_Donation_Energy_ev	-1.041625
PM7_Electrophilicity_ev	2.568643015720629
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-6-[4-[(~{E})-2-(3,5-dimethoxyphenyl)vinyl]phenoxy]-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
SMILES	c1cc(ccc1C=Cc2cc(cc(c2)OC)OC)OC3C(C(C(C(O3)C(=O)O)O)O)O
Canonical_SMILES	COc1cc(/C=C/c2ccc(cc2)O[C@@H]2O[C@H](C(=O)O)[C@H]([C@@H]([C@H]2O)O)O)cc(c1)OC
InChI	1/C22H24O9/c1-28-15-9-13(10-16(11-15)29-2)4-3-12-5-7-14(8-6-12)30-22-19(25)17(23)18(24)20(31-22)21(26)27/h3-11,17-20,22-25H,1-2H3,(H,26,27)/f/h26H
InChI_3D	1S/C22H24O9/c1-28-15-9-13(10-16(11-15)29-2)4-3-12-5-7-14(8-6-12)30-22-19(25)17(23)18(24)20(31-22)21(26)27/h3-11,17-20,22-25H,1-2H3,(H,26,27)/b4-3+/t17-,18-,19+,20-,22+/m0/s1
AuxInfo	1/1/N:21,22,13,14,1,2,3,4,5,6,7,8,9,10,11,12,18,17,19,16,15,20,27,26,28,23,25,30,31,29,24/E:(1,2)(5,6)(7,8)(9,10)(15,16)(26,27)(28,29)/F:21,22,13,14,1,2,3,4,5,6,7,8,9,10,11,12,18,17,19,16,15,20,27,26,28,25,23,30,31,29,24/E:(1,2)(5,6)(7,8)(9,10)(15,16)(28,29)/rA:55cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;d5s6;s3d4;s5d7;d6s7;s8;s9w13;;s15;s16;s17;s18;s19;;;d15;s16s20;s15;s17;s18;s19;s10s20;s11s21;s12s22;s1;s2;s3;s4;s5;s6;s7;s13;s14;s16;s17;s18;s19;s20;s21;s21;s21;s22;s22;s22;s25;s26;s27;s28;/rC:3.8369,2.0128,0;3.5424,3.7226,0;2.8463,1.8421,0;2.5517,3.5519,0;7.1377,3.461,0;7.4349,1.7515,0;8.7667,2.8634,0;4.1799,2.9521,0;6.7906,2.5231,0;2.1987,2.6108,0;8.1225,3.635,0;8.4262,1.9177,0;5.1654,3.1219,0;5.8052,2.3533,0;-1.2132,2.441,0;-.8675,1.5027,0;-.8675,.4975,0;;.8675,.4975,0;.8675,1.5027,0;9.4505,4.747,0;8.7227,.2112,0;-.5734,3.2096,0;0,2.0104,0;-2.1987,2.6108,0;-1.4629,-1.1481,0;1.1236,-1.3417,0;1.8525,.6702,0;1.2132,2.441,0;8.4655,4.5744,0;9.0671,1.1501,0;4.1574,1.6289,0;3.7159,4.1915,0;2.6748,1.3724,0;2.233,3.9371,0;6.8173,3.8448,0;7.2613,1.2826,0;9.2591,2.9505,0;5.3383,3.5911,0;5.6323,1.8842,0;-1.3597,1.4149,0;-1.36,.5838,0;-.321,-.3833,0;1.0376,.0273,0;1.3597,1.4149,0;9.5368,4.2545,0;9.3642,5.2395,0;9.943,4.8333,0;8.2533,.3834,0;9.1921,.0391,0;8.5505,-.2582,0;-2.3716,3.08,0;-1.9551,-1.2359,0;.9521,-1.8113,0;2.1735,.2869,0;
Duplicates	CHEMBL5185961
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185961.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185961.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185961.sdf