CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194944 (2537602)

Formula C₂₅H₂₀F₂O₆

MW 454.43

InChIKey ZFBBWTQNAPJUQN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.86

logP 4.6629

PSA 100.9

MR 117.084

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -259.65869

PM7_Total_Energy_ev -6042.64167

PM7_Electronic_Energy_ev -47245.83287

PM7_Dipole_Debye 2.23509

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.376

PM7_LUMO_Energy_ev -2.291

PM7_COSMO_Area_square_ang 436.43

PM7_COSMO_Volue_cubic_ang 519.34

PM7_Electron_Affinity_ev 2.291

PM7_Ionization_Energy_ev 9.376

PM7_Energy_Gap_ev 7.085

PM7_Global_Hardness_ev 3.5425

PM7_Global_Softness_ev 0.2822865208186309

PM7_Chemical_Potential_ev -5.8335

PM7_Electronigativity_ev 5.8335

PM7_Back_Donation_Energy_ev -0.885625

PM7_Electrophilicity_ev 4.803065949188427

OPENEYE_Name [(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] (~{E})-3-(3,4-difluorophenyl)prop-2-enoate

SMILES c1cc(c(cc1C=CC(=O)OC(C2=CC(=O)c3c(c(ccc3O)O)C2=O)CC=C(C)C)F)F

Canonical_SMILES O=C(O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C)/C=C/c1ccc(c(c1)F)F

InChI 1/C25H20F2O6/c1-13(2)3-9-21(33-22(31)10-5-14-4-6-16(26)17(27)11-14)15-12-20(30)23-18(28)7-8-19(29)24(23)25(15)32/h3-8,10-12,21,28-29H,9H2,1-2H3

InChI_3D 1S/C25H20F2O6/c1-13(2)3-9-21(33-22(31)10-5-14-4-6-16(26)17(27)11-14)15-12-20(30)23-18(28)7-8-19(29)24(23)25(15)32/h3-8,10-12,21,28-29H,9H2,1-2H3/b10-5+/t21-/m1/s1

AuxInfo 1/0/N:22,23,19,1,17,4,2,3,24,18,5,13,20,8,16,11,12,9,10,14,25,21,6,7,15,32,33,29,30,26,28,27,31/E:(1,2)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s6;s1d5;s2d6;s3d7;s4;s5d11;;s6s13;s7;d13s15;s8;w17;;d19;s18;s20;s20;s19;s16s24;d14;d15;d21;s9;s10;s21s25;s11;s12;s1;s2;s3;s4;s5;s13;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s25;s29;s30;/rC:9.3193,3.3857,0;;0,1.0057,0;10.1874,3.8822,0;8.4536,4.8894,0;1.7371,0,0;1.7358,1.0057,0;8.4524,3.8842,0;.8679,-.4978,0;.8679,1.5135,0;10.1886,4.8874,0;9.3217,5.3961,0;3.4748,.0022,0;2.6038,-.4989,0;2.6012,1.5124,0;3.4735,1.0079,0;7.5865,3.384,0;6.7203,3.8838,0;5.9893,.1515,0;6.9893,.1518,0;5.8544,3.3835,0;7.4895,-.7141,0;7.489,1.018,0;5.489,1.0174,0;4.9888,1.8833,0;2.6037,-1.4989,0;2.5985,2.5124,0;4.9883,3.8833,0;.8676,-1.4978,0;.8679,2.5135,0;5.8547,2.3835,0;11.0566,5.3838,0;9.3228,6.3961,0;9.3187,2.8857,0;-.4327,-.2506,0;-.4337,1.2544,0;10.6197,3.6311,0;8.0201,5.1387,0;3.9078,-.2479,0;7.5866,2.884,0;6.7202,4.3838,0;5.7394,-.2816,0;7.0566,-.9642,0;7.9225,-.464,0;7.7396,-1.147,0;7.9221,.7681,0;7.056,1.2678,0;7.7389,1.451,0;5.0561,.7673,0;5.922,1.2675,0;4.7387,2.3163,0;1.3005,-1.7479,0;.4349,2.7635,0;

Duplicates CHEMBL5194944

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194944.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194944.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194944.sdf

Formula	C₂₅H₂₀F₂O₆
MW	454.43
InChIKey	ZFBBWTQNAPJUQN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.86
logP	4.6629
PSA	100.9
MR	117.084
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-259.65869
PM7_Total_Energy_ev	-6042.64167
PM7_Electronic_Energy_ev	-47245.83287
PM7_Dipole_Debye	2.23509
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.376
PM7_LUMO_Energy_ev	-2.291
PM7_COSMO_Area_square_ang	436.43
PM7_COSMO_Volue_cubic_ang	519.34
PM7_Electron_Affinity_ev	2.291
PM7_Ionization_Energy_ev	9.376
PM7_Energy_Gap_ev	7.085
PM7_Global_Hardness_ev	3.5425
PM7_Global_Softness_ev	0.2822865208186309
PM7_Chemical_Potential_ev	-5.8335
PM7_Electronigativity_ev	5.8335
PM7_Back_Donation_Energy_ev	-0.885625
PM7_Electrophilicity_ev	4.803065949188427
OPENEYE_Name	[(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] (~{E})-3-(3,4-difluorophenyl)prop-2-enoate
SMILES	c1cc(c(cc1C=CC(=O)OC(C2=CC(=O)c3c(c(ccc3O)O)C2=O)CC=C(C)C)F)F
Canonical_SMILES	O=C(O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C)/C=C/c1ccc(c(c1)F)F
InChI	1/C25H20F2O6/c1-13(2)3-9-21(33-22(31)10-5-14-4-6-16(26)17(27)11-14)15-12-20(30)23-18(28)7-8-19(29)24(23)25(15)32/h3-8,10-12,21,28-29H,9H2,1-2H3
InChI_3D	1S/C25H20F2O6/c1-13(2)3-9-21(33-22(31)10-5-14-4-6-16(26)17(27)11-14)15-12-20(30)23-18(28)7-8-19(29)24(23)25(15)32/h3-8,10-12,21,28-29H,9H2,1-2H3/b10-5+/t21-/m1/s1
AuxInfo	1/0/N:22,23,19,1,17,4,2,3,24,18,5,13,20,8,16,11,12,9,10,14,25,21,6,7,15,32,33,29,30,26,28,27,31/E:(1,2)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFHHHHHHHHHHHHHHHHHHHH/rB:;d2;d1;;;s6;s1d5;s2d6;s3d7;s4;s5d11;;s6s13;s7;d13s15;s8;w17;;d19;s18;s20;s20;s19;s16s24;d14;d15;d21;s9;s10;s21s25;s11;s12;s1;s2;s3;s4;s5;s13;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s25;s29;s30;/rC:9.3193,3.3857,0;;0,1.0057,0;10.1874,3.8822,0;8.4536,4.8894,0;1.7371,0,0;1.7358,1.0057,0;8.4524,3.8842,0;.8679,-.4978,0;.8679,1.5135,0;10.1886,4.8874,0;9.3217,5.3961,0;3.4748,.0022,0;2.6038,-.4989,0;2.6012,1.5124,0;3.4735,1.0079,0;7.5865,3.384,0;6.7203,3.8838,0;5.9893,.1515,0;6.9893,.1518,0;5.8544,3.3835,0;7.4895,-.7141,0;7.489,1.018,0;5.489,1.0174,0;4.9888,1.8833,0;2.6037,-1.4989,0;2.5985,2.5124,0;4.9883,3.8833,0;.8676,-1.4978,0;.8679,2.5135,0;5.8547,2.3835,0;11.0566,5.3838,0;9.3228,6.3961,0;9.3187,2.8857,0;-.4327,-.2506,0;-.4337,1.2544,0;10.6197,3.6311,0;8.0201,5.1387,0;3.9078,-.2479,0;7.5866,2.884,0;6.7202,4.3838,0;5.7394,-.2816,0;7.0566,-.9642,0;7.9225,-.464,0;7.7396,-1.147,0;7.9221,.7681,0;7.056,1.2678,0;7.7389,1.451,0;5.0561,.7673,0;5.922,1.2675,0;4.7387,2.3163,0;1.3005,-1.7479,0;.4349,2.7635,0;
Duplicates	CHEMBL5194944
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194944.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194944.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194944.sdf