CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI189762 (103911)

Formula C₂₃H₂₇F₃O₆

MW 456.46

InChIKey MDMHJAKZGBRYTF-SREBMQDQNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 32

Number_Rings 2

Number_Bonds 60

Rotat_Bonds 14

Unbranched_Chain 6

Chiral_Centers 4

ONatoms 6

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.84

logP 3.7686

PSA 104.06

MR 111.274

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -385.57377

PM7_Total_Energy_ev -6358.74109

PM7_Electronic_Energy_ev -53516.8505

PM7_Dipole_Debye 2.39506

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.804

PM7_LUMO_Energy_ev -0.862

PM7_COSMO_Area_square_ang 411.73

PM7_COSMO_Volue_cubic_ang 544.58

PM7_Electron_Affinity_ev 0.862

PM7_Ionization_Energy_ev 9.804

PM7_Energy_Gap_ev 8.942

PM7_Global_Hardness_ev 4.471

PM7_Global_Softness_ev 0.22366360993066428

PM7_Chemical_Potential_ev -5.333

PM7_Electronigativity_ev 5.333

PM7_Back_Donation_Energy_ev -1.11775

PM7_Electrophilicity_ev 3.18059595168866

OPENEYE_Name (~{Z})-7-[(1~{R},2~{R},5~{S})-5-hydroxy-2-[(~{E},3~{R})-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]-3-oxo-cyclopentyl]hept-5-enoic acid

SMILES c1cc(cc(c1)OCC(C=CC2C(=O)CC(C2CC=CCCCC(=O)O)O)O)C(F)(F)F

Canonical_SMILES OC(=O)CCC/C=CC[C@H]1[C@@H](O)CC(=O)[C@@H]1/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O

InChI 1/C23H27F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-20,27-28H,2,4,8-9,13-14H2,(H,30,31)/f/h30H

InChI_3D 1S/C23H27F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-20,27-28H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+/m1/s1

AuxInfo 1/1/N:11,18,10,20,1,2,3,17,19,9,8,4,13,21,5,22,6,15,14,16,7,12,23,30,31,32,28,27,24,25,26,29/E:(24,25,26)(30,31)/F:11,18,10,20,1,2,3,17,19,9,8,4,13,21,5,22,6,15,14,16,7,12,23,30,31,32,28,27,24,26,25,29/E:(24,25,26)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;w8;;w10;;s7;s7s8;s14;s13s15;s10s15;s11;s12;s18s19;;s9s21;s5;d7;d12;s12;s16;s22;s6s21;s23;s23;s23;s1;s2;s3;s4;s8;s9;s10;s11;s13;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s26;s27;s28;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-5.7249,5.5547,0;-3.4641,4.0104,0;-2.5981,4.5104,0;-5.9691,1.28,0;-5.228,.6085,0;-6.0721,-3.3015,0;-6.5926,5.0548,0;-4.9796,4.8854,0;-5.3888,3.968,0;-6.3831,4.077,0;-5.758,2.2575,0;-5.439,-.369,0;-5.8611,-2.324,0;-5.6501,-1.3465,0;-.866,3.5104,0;-1.7321,4.0104,0;1.7328,-.0038,0;-5.6205,6.5492,0;-5.3311,-3.9729,0;-7.0241,-3.6075,0;-8.1236,3.8947,0;-1.2321,4.8764,0;0,3.0104,0;2.2341,.8615,0;1.2315,-.8691,0;2.5981,-.505,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.4641,3.5104,0;-2.5981,5.0104,0;-6.4451,1.127,0;-4.752,.7615,0;-6.7959,5.5116,0;-7.068,4.9,0;-4.686,5.2901,0;-4.9135,3.8126,0;-6.3843,3.577,0;-5.2693,2.1519,0;-6.2468,2.363,0;-5.9278,-.2635,0;-4.9503,-.4745,0;-5.3723,-2.4295,0;-6.3498,-2.2185,0;-6.1388,-1.241,0;-5.1613,-1.452,0;-.616,3.9434,0;-1.116,3.0774,0;-1.9821,3.5774,0;-7.1296,-4.0962,0;-8.3271,3.4381,0;-1.4821,5.3094,0;

Duplicates ChEBI189762

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189762.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189762.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189762.sdf

Formula	C₂₃H₂₇F₃O₆
MW	456.46
InChIKey	MDMHJAKZGBRYTF-SREBMQDQNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	32
Number_Rings	2
Number_Bonds	60
Rotat_Bonds	14
Unbranched_Chain	6
Chiral_Centers	4
ONatoms	6
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.84
logP	3.7686
PSA	104.06
MR	111.274
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-385.57377
PM7_Total_Energy_ev	-6358.74109
PM7_Electronic_Energy_ev	-53516.8505
PM7_Dipole_Debye	2.39506
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.804
PM7_LUMO_Energy_ev	-0.862
PM7_COSMO_Area_square_ang	411.73
PM7_COSMO_Volue_cubic_ang	544.58
PM7_Electron_Affinity_ev	0.862
PM7_Ionization_Energy_ev	9.804
PM7_Energy_Gap_ev	8.942
PM7_Global_Hardness_ev	4.471
PM7_Global_Softness_ev	0.22366360993066428
PM7_Chemical_Potential_ev	-5.333
PM7_Electronigativity_ev	5.333
PM7_Back_Donation_Energy_ev	-1.11775
PM7_Electrophilicity_ev	3.18059595168866
OPENEYE_Name	(~{Z})-7-[(1~{R},2~{R},5~{S})-5-hydroxy-2-[(~{E},3~{R})-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]-3-oxo-cyclopentyl]hept-5-enoic acid
SMILES	c1cc(cc(c1)OCC(C=CC2C(=O)CC(C2CC=CCCCC(=O)O)O)O)C(F)(F)F
Canonical_SMILES	OC(=O)CCC/C=CC[C@H]1[C@@H](O)CC(=O)[C@@H]1/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O
InChI	1/C23H27F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-20,27-28H,2,4,8-9,13-14H2,(H,30,31)/f/h30H
InChI_3D	1S/C23H27F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-20,27-28H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+/m1/s1
AuxInfo	1/1/N:11,18,10,20,1,2,3,17,19,9,8,4,13,21,5,22,6,15,14,16,7,12,23,30,31,32,28,27,24,25,26,29/E:(24,25,26)(30,31)/F:11,18,10,20,1,2,3,17,19,9,8,4,13,21,5,22,6,15,14,16,7,12,23,30,31,32,28,27,24,26,25,29/E:(24,25,26)/rA:59cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;;w8;;w10;;s7;s7s8;s14;s13s15;s10s15;s11;s12;s18s19;;s9s21;s5;d7;d12;s12;s16;s22;s6s21;s23;s23;s23;s1;s2;s3;s4;s8;s9;s10;s11;s13;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s26;s27;s28;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-5.7249,5.5547,0;-3.4641,4.0104,0;-2.5981,4.5104,0;-5.9691,1.28,0;-5.228,.6085,0;-6.0721,-3.3015,0;-6.5926,5.0548,0;-4.9796,4.8854,0;-5.3888,3.968,0;-6.3831,4.077,0;-5.758,2.2575,0;-5.439,-.369,0;-5.8611,-2.324,0;-5.6501,-1.3465,0;-.866,3.5104,0;-1.7321,4.0104,0;1.7328,-.0038,0;-5.6205,6.5492,0;-5.3311,-3.9729,0;-7.0241,-3.6075,0;-8.1236,3.8947,0;-1.2321,4.8764,0;0,3.0104,0;2.2341,.8615,0;1.2315,-.8691,0;2.5981,-.505,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;-3.4641,3.5104,0;-2.5981,5.0104,0;-6.4451,1.127,0;-4.752,.7615,0;-6.7959,5.5116,0;-7.068,4.9,0;-4.686,5.2901,0;-4.9135,3.8126,0;-6.3843,3.577,0;-5.2693,2.1519,0;-6.2468,2.363,0;-5.9278,-.2635,0;-4.9503,-.4745,0;-5.3723,-2.4295,0;-6.3498,-2.2185,0;-6.1388,-1.241,0;-5.1613,-1.452,0;-.616,3.9434,0;-1.116,3.0774,0;-1.9821,3.5774,0;-7.1296,-4.0962,0;-8.3271,3.4381,0;-1.4821,5.3094,0;
Duplicates	ChEBI189762
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189762.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189762.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000189750-0000189999/ChEBI189762.sdf