CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5187181 (2529077)

Formula C₂₂H₁₆F₂O₁₁

MW 494.36

InChIKey XIHYCFUEGQYDSC-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 12

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 11

HB_Donor 8

HB_Acceptor 9

OpenEye_HB_Donors 8

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 8

Lipinski_HB_Acceptors 11

Lipinski_Violations 2

XLogP3 0

XLogP -0.97

logP 2.5114

PSA 197.37

MR 111.981

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -476.51481

PM7_Total_Energy_ev -7097.06992

PM7_Electronic_Energy_ev -57614.10235

PM7_Dipole_Debye 5.10439

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.366

PM7_LUMO_Energy_ev -1.046

PM7_COSMO_Area_square_ang 417.5

PM7_COSMO_Volue_cubic_ang 492.76

PM7_Electron_Affinity_ev 1.046

PM7_Ionization_Energy_ev 9.366

PM7_Energy_Gap_ev 8.32

PM7_Global_Hardness_ev 4.16

PM7_Global_Softness_ev 0.2403846153846154

PM7_Chemical_Potential_ev -5.206

PM7_Electronigativity_ev 5.206

PM7_Back_Donation_Energy_ev -1.04

PM7_Electrophilicity_ev 3.257504326923077

OPENEYE_Name [(2~{S},3~{R})-2-(2-fluoro-3,4,5-trihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl] 2-fluoro-3,4,5-trihydroxy-benzoate

SMILES c1c(c(c(c(c1O)O)O)F)C(=O)OC2Cc3c(cc(cc3O)O)OC2c4cc(c(c(c4F)O)O)O

Canonical_SMILES Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1F)O)O)c1cc(O)c(c(c1F)O)O

InChI 1/C22H16F2O11/c23-15-8(3-11(27)17(29)19(15)31)21-14(5-7-10(26)1-6(25)2-13(7)34-21)35-22(33)9-4-12(28)18(30)20(32)16(9)24/h1-4,14,21,25-32H,5H2

InChI_3D 1S/C22H16F2O11/c23-15-8(3-11(27)17(29)19(15)31)21-14(5-7-10(26)1-6(25)2-13(7)34-21)35-22(33)9-4-12(28)18(30)20(32)16(9)24/h1-4,14,21,25-32H,5H2/t14-,21+/m1/s1

AuxInfo 1/0/N:4,3,2,1,20,11,7,6,5,12,10,9,8,22,18,17,14,13,16,15,21,19,35,34,27,28,26,25,30,29,32,31,23,24,33/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOFFHHHHHHHHHHHHHHHH/rB:;;;d1;d2;;d3s7;s1;s2;s3d4;s4d7;d9;d10;s13;s14;s5d15;s6d16;s5;s7;s6;s20s21;d19;s8s21;s9;s10;s11;s12;s13;s14;s15;s16;s19s22;s17;s18;s1;s2;s3;s4;s20;s20;s21;s22;s25;s26;s27;s28;s29;s30;s31;s32;/rC:7.1696,.6453,0;4.8128,2.1111,0;.868,1.5138,0;;6.8265,-.2995,0;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;8.1548,.8168,0;5.1574,3.0499,0;0,1.0057,0;.868,-.4978,0;8.8004,.0531,0;4.5212,3.8215,0;8.4573,-.8917,0;3.5303,3.6525,0;7.4686,-1.0728,0;3.1756,2.712,0;5.8413,-.471,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;5.4972,-1.4099,0;2.6052,1.5109,0;8.4961,1.7568,0;6.1432,3.218,0;-.8675,1.5031,0;.8675,-1.4978,0;9.7848,.2289,0;4.8699,4.7587,0;9.1029,-1.6554,0;2.8941,4.424,0;5.2002,.2965,0;7.1272,-2.0128,0;2.1899,2.5439,0;6.8484,1.0286,0;5.1326,1.7268,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;8.9884,1.844,0;6.3169,3.6869,0;-1.2998,1.2518,0;1.3004,-1.748,0;10.107,-.1534,0;4.5512,5.144,0;8.9336,-2.1259,0;2.401,4.3414,0;

Duplicates CHEMBL5187181

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187181.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187181.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187181.sdf

Formula	C₂₂H₁₆F₂O₁₁
MW	494.36
InChIKey	XIHYCFUEGQYDSC-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	12
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	11
HB_Donor	8
HB_Acceptor	9
OpenEye_HB_Donors	8
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	8
Lipinski_HB_Acceptors	11
Lipinski_Violations	2
XLogP3	0
XLogP	-0.97
logP	2.5114
PSA	197.37
MR	111.981
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-476.51481
PM7_Total_Energy_ev	-7097.06992
PM7_Electronic_Energy_ev	-57614.10235
PM7_Dipole_Debye	5.10439
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.366
PM7_LUMO_Energy_ev	-1.046
PM7_COSMO_Area_square_ang	417.5
PM7_COSMO_Volue_cubic_ang	492.76
PM7_Electron_Affinity_ev	1.046
PM7_Ionization_Energy_ev	9.366
PM7_Energy_Gap_ev	8.32
PM7_Global_Hardness_ev	4.16
PM7_Global_Softness_ev	0.2403846153846154
PM7_Chemical_Potential_ev	-5.206
PM7_Electronigativity_ev	5.206
PM7_Back_Donation_Energy_ev	-1.04
PM7_Electrophilicity_ev	3.257504326923077
OPENEYE_Name	[(2~{S},3~{R})-2-(2-fluoro-3,4,5-trihydroxy-phenyl)-5,7-dihydroxy-chroman-3-yl] 2-fluoro-3,4,5-trihydroxy-benzoate
SMILES	c1c(c(c(c(c1O)O)O)F)C(=O)OC2Cc3c(cc(cc3O)O)OC2c4cc(c(c(c4F)O)O)O
Canonical_SMILES	Oc1cc(O)c2c(c1)O[C@H]([C@@H](C2)OC(=O)c1cc(O)c(c(c1F)O)O)c1cc(O)c(c(c1F)O)O
InChI	1/C22H16F2O11/c23-15-8(3-11(27)17(29)19(15)31)21-14(5-7-10(26)1-6(25)2-13(7)34-21)35-22(33)9-4-12(28)18(30)20(32)16(9)24/h1-4,14,21,25-32H,5H2
InChI_3D	1S/C22H16F2O11/c23-15-8(3-11(27)17(29)19(15)31)21-14(5-7-10(26)1-6(25)2-13(7)34-21)35-22(33)9-4-12(28)18(30)20(32)16(9)24/h1-4,14,21,25-32H,5H2/t14-,21+/m1/s1
AuxInfo	1/0/N:4,3,2,1,20,11,7,6,5,12,10,9,8,22,18,17,14,13,16,15,21,19,35,34,27,28,26,25,30,29,32,31,23,24,33/rA:51cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOFFHHHHHHHHHHHHHHHH/rB:;;;d1;d2;;d3s7;s1;s2;s3d4;s4d7;d9;d10;s13;s14;s5d15;s6d16;s5;s7;s6;s20s21;d19;s8s21;s9;s10;s11;s12;s13;s14;s15;s16;s19s22;s17;s18;s1;s2;s3;s4;s20;s20;s21;s22;s25;s26;s27;s28;s29;s30;s31;s32;/rC:7.1696,.6453,0;4.8128,2.1111,0;.868,1.5138,0;;6.8265,-.2995,0;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;8.1548,.8168,0;5.1574,3.0499,0;0,1.0057,0;.868,-.4978,0;8.8004,.0531,0;4.5212,3.8215,0;8.4573,-.8917,0;3.5303,3.6525,0;7.4686,-1.0728,0;3.1756,2.712,0;5.8413,-.471,0;2.6026,-.5032,0;3.4774,1.0034,0;3.4761,-.0036,0;5.4972,-1.4099,0;2.6052,1.5109,0;8.4961,1.7568,0;6.1432,3.218,0;-.8675,1.5031,0;.8675,-1.4978,0;9.7848,.2289,0;4.8699,4.7587,0;9.1029,-1.6554,0;2.8941,4.424,0;5.2002,.2965,0;7.1272,-2.0128,0;2.1899,2.5439,0;6.8484,1.0286,0;5.1326,1.7268,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;3.6456,-.474,0;8.9884,1.844,0;6.3169,3.6869,0;-1.2998,1.2518,0;1.3004,-1.748,0;10.107,-.1534,0;4.5512,5.144,0;8.9336,-2.1259,0;2.401,4.3414,0;
Duplicates	CHEMBL5187181
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187181.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187181.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005187000-0005187249/CHEMBL5187181.sdf