CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5188953 (2530968)

Formula C₂₆H₂₁F₃O₆

MW 486.45

InChIKey ZMILMWCAAUOIHO-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 58

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 4.5

logP 5.4035

PSA 100.9

MR 122.17

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -326.91788

PM7_Total_Energy_ev -6645.47221

PM7_Electronic_Energy_ev -52045.55802

PM7_Dipole_Debye 2.93941

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.389

PM7_LUMO_Energy_ev -2.304

PM7_COSMO_Area_square_ang 461.3

PM7_COSMO_Volue_cubic_ang 550.06

PM7_Electron_Affinity_ev 2.304

PM7_Ionization_Energy_ev 9.389

PM7_Energy_Gap_ev 7.085

PM7_Global_Hardness_ev 3.5425

PM7_Global_Softness_ev 0.2822865208186309

PM7_Chemical_Potential_ev -5.8465

PM7_Electronigativity_ev 5.8465

PM7_Back_Donation_Energy_ev -0.885625

PM7_Electrophilicity_ev 4.824497141848977

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

SMILES c1cc(cc(c1)C(F)(F)F)C=CC(=O)OC(C2=CC(=O)c3c(c(ccc3O)O)C2=O)CC=C(C)C

Canonical_SMILES O=C(O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C)/C=C/c1cccc(c1)C(F)(F)F

InChI 1/C26H21F3O6/c1-14(2)6-10-21(17-13-20(32)23-18(30)8-9-19(31)24(23)25(17)34)35-22(33)11-7-15-4-3-5-16(12-15)26(27,28)29/h3-9,11-13,21,30-31H,10H2,1-2H3

InChI_3D 1S/C26H21F3O6/c1-14(2)6-10-21(17-13-20(32)23-18(30)8-9-19(31)24(23)25(17)34)35-22(33)11-7-15-4-3-5-16(12-15)26(27,28)29/h3-9,11-13,21,30-31H,10H2,1-2H3/b11-7+/t21-/m1/s1

AuxInfo 1/0/N:22,23,1,2,3,19,17,4,5,24,18,6,13,20,9,10,16,11,12,14,25,21,7,8,15,26,33,34,35,30,31,27,29,28,32/E:(1,2)(27,28,29)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;;s7;s2d6;d3s6;s4d7;s5d8;;s7s13;s8;d13s15;s9;w17;;d19;s18;s20;s20;s19;s16s24;s10;d14;d15;d21;s11;s12;s21s25;s26;s26;s26;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s25;s30;s31;/rC:10.1874,3.8822,0;9.3193,3.3857,0;10.1886,4.8874,0;;0,1.0057,0;8.4536,4.8894,0;1.7371,0,0;1.7358,1.0057,0;8.4524,3.8842,0;9.3217,5.3961,0;.8679,-.4978,0;.8679,1.5135,0;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;9.3228,6.3961,0;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;10.3228,6.3949,0;8.3228,6.3973,0;9.324,7.3961,0;10.6197,3.6311,0;9.3187,2.8857,0;10.6226,5.1356,0;-.4327,-.2506,0;-.4337,1.2544,0;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 CHEMBL5188953

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188953.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188953.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188953.sdf

Formula	C₂₆H₂₁F₃O₆
MW	486.45
InChIKey	ZMILMWCAAUOIHO-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	58
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	4.5
logP	5.4035
PSA	100.9
MR	122.17
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-326.91788
PM7_Total_Energy_ev	-6645.47221
PM7_Electronic_Energy_ev	-52045.55802
PM7_Dipole_Debye	2.93941
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.389
PM7_LUMO_Energy_ev	-2.304
PM7_COSMO_Area_square_ang	461.3
PM7_COSMO_Volue_cubic_ang	550.06
PM7_Electron_Affinity_ev	2.304
PM7_Ionization_Energy_ev	9.389
PM7_Energy_Gap_ev	7.085
PM7_Global_Hardness_ev	3.5425
PM7_Global_Softness_ev	0.2822865208186309
PM7_Chemical_Potential_ev	-5.8465
PM7_Electronigativity_ev	5.8465
PM7_Back_Donation_Energy_ev	-0.885625
PM7_Electrophilicity_ev	4.824497141848977
OPENEYE_Name	[(1~{R})-1-(5,8-dihydroxy-1,4-dioxo-2-naphthyl)-4-methyl-pent-3-enyl] (~{E})-3-[3-(trifluoromethyl)phenyl]prop-2-enoate
SMILES	c1cc(cc(c1)C(F)(F)F)C=CC(=O)OC(C2=CC(=O)c3c(c(ccc3O)O)C2=O)CC=C(C)C
Canonical_SMILES	O=C(O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C)/C=C/c1cccc(c1)C(F)(F)F
InChI	1/C26H21F3O6/c1-14(2)6-10-21(17-13-20(32)23-18(30)8-9-19(31)24(23)25(17)34)35-22(33)11-7-15-4-3-5-16(12-15)26(27,28)29/h3-9,11-13,21,30-31H,10H2,1-2H3
InChI_3D	1S/C26H21F3O6/c1-14(2)6-10-21(17-13-20(32)23-18(30)8-9-19(31)24(23)25(17)34)35-22(33)11-7-15-4-3-5-16(12-15)26(27,28)29/h3-9,11-13,21,30-31H,10H2,1-2H3/b11-7+/t21-/m1/s1
AuxInfo	1/0/N:22,23,1,2,3,19,17,4,5,24,18,6,13,20,9,10,16,11,12,14,25,21,7,8,15,26,33,34,35,30,31,27,29,28,32/E:(1,2)(27,28,29)/rA:56cCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;;;s7;s2d6;d3s6;s4d7;s5d8;;s7s13;s8;d13s15;s9;w17;;d19;s18;s20;s20;s19;s16s24;s10;d14;d15;d21;s11;s12;s21s25;s26;s26;s26;s1;s2;s3;s4;s5;s6;s13;s17;s18;s19;s22;s22;s22;s23;s23;s23;s24;s24;s25;s30;s31;/rC:10.1874,3.8822,0;9.3193,3.3857,0;10.1886,4.8874,0;;0,1.0057,0;8.4536,4.8894,0;1.7371,0,0;1.7358,1.0057,0;8.4524,3.8842,0;9.3217,5.3961,0;.8679,-.4978,0;.8679,1.5135,0;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;9.3228,6.3961,0;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;10.3228,6.3949,0;8.3228,6.3973,0;9.324,7.3961,0;10.6197,3.6311,0;9.3187,2.8857,0;10.6226,5.1356,0;-.4327,-.2506,0;-.4337,1.2544,0;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	CHEMBL5188953
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188953.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188953.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005188750-0005188999/CHEMBL5188953.sdf