CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187149 (101591)

Formula C₁₈H₁₉F₃O₅

MW 372.34

InChIKey XYSPYIAAWRUEML-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 26

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 5

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 1.58

logP 2.3138

PSA 75.99

MR 84.9126

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -326.09232

PM7_Total_Energy_ev -5340.90907

PM7_Electronic_Energy_ev -37344.25702

PM7_Dipole_Debye 5.62834

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.65

PM7_LUMO_Energy_ev -0.816

PM7_COSMO_Area_square_ang 357.9

PM7_COSMO_Volue_cubic_ang 419.5

PM7_Electron_Affinity_ev 0.816

PM7_Ionization_Energy_ev 9.65

PM7_Energy_Gap_ev 8.834

PM7_Global_Hardness_ev 4.417

PM7_Global_Softness_ev 0.22639800769753227

PM7_Chemical_Potential_ev -5.233

PM7_Electronigativity_ev 5.233

PM7_Back_Donation_Energy_ev -1.10425

PM7_Electrophilicity_ev 3.099874235906724

OPENEYE_Name (3~{a}~{S},4~{R},5~{R},6~{a}~{R})-5-hydroxy-4-[(~{E},3~{R})-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]-3,3~{a},4,5,6,6~{a}-hexahydrocyclopenta[b]furan-2-one

SMILES c1cc(cc(c1)OCC(C=CC2C3CC(=O)OC3CC2O)O)C(F)(F)F

Canonical_SMILES O=C1O[C@H]2[C@@H](C1)[C@H]([C@@H](C2)O)/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O

InChI 1/C18H19F3O5/c19-18(20,21)10-2-1-3-12(6-10)25-9-11(22)4-5-13-14-7-17(24)26-16(14)8-15(13)23/h1-6,11,13-16,22-23H,7-9H2

InChI_3D 1S/C18H19F3O5/c19-18(20,21)10-2-1-3-12(6-10)25-9-11(22)4-5-13-14-7-17(24)26-16(14)8-15(13)23/h1-6,11,13-16,22-23H,7-9H2/b5-4+/t11-,13-,14+,15-,16-/m1/s1

AuxInfo 1/0/N:1,2,3,9,8,4,10,11,16,5,17,6,12,13,15,14,7,18,24,25,26,22,21,19,23,20/E:(19,20,21)/rA:45cCCCCCCCCCCCCCCCCCCOOOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;w8;s7;;s8;s10s12;s11s13;s11s12;;s9s16;s5;d7;s7s14;s15;s17;s6s16;s18;s18;s18;s1;s2;s3;s4;s8;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s16;s17;s21;s22;/rC:4.4975,-5.3779,0;4.8974,-6.2945,0;3.4983,-5.2683,0;3.3091,-6.993,0;4.3083,-7.1026,0;2.899,-6.0753,0;3.0782,-.0149,0;1.2887,-2.4137,0;.6973,-3.2201,0;2.4863,-.821,0;.5915,.8064,0;.5842,-.8118,0;1.5367,-.5071,0;1.5413,.493,0;;1.5024,-5.0508,0;1.0998,-4.1354,0;4.7122,-8.0174,0;4.0782,-.0199,0;2.4944,.797,0;-1.3058,-1.1651,0;.1845,-4.538,0;1.905,-5.9662,0;3.7974,-8.4213,0;5.627,-7.6135,0;5.1161,-8.9322,0;4.7938,-4.9752,0;5.3945,-6.349,0;3.2984,-4.81,0;3.0146,-7.397,0;1.7857,-2.4682,0;.2002,-3.1655,0;2.918,-1.0732,0;2.2806,-1.2767,0;.1596,1.0584,0;.7969,1.2622,0;.1501,-1.0598,0;1.1335,-.2114,0;1.5438,.993,0;-.37,.3362,0;1.0447,-5.2521,0;1.9601,-4.8495,0;1.5575,-3.9342,0;-1.7806,-1.0084,0;-.2187,-4.2423,0;

Duplicates ChEBI187149

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187149.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187149.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187149.sdf

Formula	C₁₈H₁₉F₃O₅
MW	372.34
InChIKey	XYSPYIAAWRUEML-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	26
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	5
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	1.58
logP	2.3138
PSA	75.99
MR	84.9126
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-326.09232
PM7_Total_Energy_ev	-5340.90907
PM7_Electronic_Energy_ev	-37344.25702
PM7_Dipole_Debye	5.62834
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.65
PM7_LUMO_Energy_ev	-0.816
PM7_COSMO_Area_square_ang	357.9
PM7_COSMO_Volue_cubic_ang	419.5
PM7_Electron_Affinity_ev	0.816
PM7_Ionization_Energy_ev	9.65
PM7_Energy_Gap_ev	8.834
PM7_Global_Hardness_ev	4.417
PM7_Global_Softness_ev	0.22639800769753227
PM7_Chemical_Potential_ev	-5.233
PM7_Electronigativity_ev	5.233
PM7_Back_Donation_Energy_ev	-1.10425
PM7_Electrophilicity_ev	3.099874235906724
OPENEYE_Name	(3~{a}~{S},4~{R},5~{R},6~{a}~{R})-5-hydroxy-4-[(~{E},3~{R})-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]-3,3~{a},4,5,6,6~{a}-hexahydrocyclopenta[b]furan-2-one
SMILES	c1cc(cc(c1)OCC(C=CC2C3CC(=O)OC3CC2O)O)C(F)(F)F
Canonical_SMILES	O=C1O[C@H]2[C@@H](C1)[C@H]([C@@H](C2)O)/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O
InChI	1/C18H19F3O5/c19-18(20,21)10-2-1-3-12(6-10)25-9-11(22)4-5-13-14-7-17(24)26-16(14)8-15(13)23/h1-6,11,13-16,22-23H,7-9H2
InChI_3D	1S/C18H19F3O5/c19-18(20,21)10-2-1-3-12(6-10)25-9-11(22)4-5-13-14-7-17(24)26-16(14)8-15(13)23/h1-6,11,13-16,22-23H,7-9H2/b5-4+/t11-,13-,14+,15-,16-/m1/s1
AuxInfo	1/0/N:1,2,3,9,8,4,10,11,16,5,17,6,12,13,15,14,7,18,24,25,26,22,21,19,23,20/E:(19,20,21)/rA:45cCCCCCCCCCCCCCCCCCCOOOOOFFFHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;w8;s7;;s8;s10s12;s11s13;s11s12;;s9s16;s5;d7;s7s14;s15;s17;s6s16;s18;s18;s18;s1;s2;s3;s4;s8;s9;s10;s10;s11;s11;s12;s13;s14;s15;s16;s16;s17;s21;s22;/rC:4.4975,-5.3779,0;4.8974,-6.2945,0;3.4983,-5.2683,0;3.3091,-6.993,0;4.3083,-7.1026,0;2.899,-6.0753,0;3.0782,-.0149,0;1.2887,-2.4137,0;.6973,-3.2201,0;2.4863,-.821,0;.5915,.8064,0;.5842,-.8118,0;1.5367,-.5071,0;1.5413,.493,0;;1.5024,-5.0508,0;1.0998,-4.1354,0;4.7122,-8.0174,0;4.0782,-.0199,0;2.4944,.797,0;-1.3058,-1.1651,0;.1845,-4.538,0;1.905,-5.9662,0;3.7974,-8.4213,0;5.627,-7.6135,0;5.1161,-8.9322,0;4.7938,-4.9752,0;5.3945,-6.349,0;3.2984,-4.81,0;3.0146,-7.397,0;1.7857,-2.4682,0;.2002,-3.1655,0;2.918,-1.0732,0;2.2806,-1.2767,0;.1596,1.0584,0;.7969,1.2622,0;.1501,-1.0598,0;1.1335,-.2114,0;1.5438,.993,0;-.37,.3362,0;1.0447,-5.2521,0;1.9601,-4.8495,0;1.5575,-3.9342,0;-1.7806,-1.0084,0;-.2187,-4.2423,0;
Duplicates	ChEBI187149
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187149.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187149.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187149.sdf