CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11519 (9253)

Formula C₂₃H₂₉F₃O₆

MW 458.48

InChIKey WWSWYXNVCBLWNZ-SREBMQDQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 32

Number_Rings 2

Number_Bonds 62

Rotat_Bonds 15

Unbranched_Chain 6

Chiral_Centers 5

ONatoms 6

HB_Donor 4

HB_Acceptor 5

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.82

logP 3.5604

PSA 107.22

MR 112.236

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -395.98366

PM7_Total_Energy_ev -6385.83455

PM7_Electronic_Energy_ev -54489.00013

PM7_Dipole_Debye 3.71874

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.749

PM7_LUMO_Energy_ev -0.784

PM7_COSMO_Area_square_ang 418.61

PM7_COSMO_Volue_cubic_ang 553.25

PM7_Electron_Affinity_ev 0.784

PM7_Ionization_Energy_ev 9.749

PM7_Energy_Gap_ev 8.965

PM7_Global_Hardness_ev 4.4825

PM7_Global_Softness_ev 0.22308979364194087

PM7_Chemical_Potential_ev -5.2665

PM7_Electronigativity_ev 5.2665

PM7_Back_Donation_Energy_ev -1.120625

PM7_Electrophilicity_ev 3.0938117401003904

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

SMILES c1cc(cc(c1)OCC(C=CC2C(C(CC2O)O)CC=CCCCC(=O)O)O)C(F)(F)F

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

InChI 1/C23H29F3O6/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/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/f/h30H

InChI_3D 1S/C23H29F3O6/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/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1

AuxInfo 1/1/N:10,18,9,20,1,2,3,17,19,8,7,4,12,21,5,22,6,14,13,16,15,11,23,30,31,32,28,27,26,24,25,29/E:(24,25,26)(30,31)/F:10,18,9,20,1,2,3,17,19,8,7,4,12,21,5,22,6,14,13,16,15,11,23,30,31,32,28,27,26,25,24,29/E:(24,25,26)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;w7;;w9;;;s7;s13;s12s13;s12s14;s9s14;s10;s11;s18s19;;s8s21;s5;d11;s11;s15;s16;s22;s6s21;s23;s23;s23;s1;s2;s3;s4;s7;s8;s9;s10;s12;s12;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s25;s26;s27;s28;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-3.4641,4.0104,0;-2.5981,4.5104,0;-3.678,7.3954,0;-3.8853,8.3737,0;-.911,11.0483,0;-6.3852,4.0762,0;-4.9796,4.8854,0;-5.7228,5.5566,0;-5.3864,3.9701,0;-6.5883,5.0556,0;-4.4216,6.7267,0;-3.1417,9.0423,0;-1.6546,10.3796,0;-2.3981,9.711,0;-.866,3.5104,0;-1.7321,4.0104,0;1.7328,-.0038,0;-1.1183,12.0266,0;.0399,10.7387,0;-5.7511,2.2585,0;-7.2986,6.655,0;-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;-3.2026,7.2406,0;-4.3607,8.5285,0;-6.8826,4.0258,0;-6.3864,3.5762,0;-4.6854,5.2897,0;-6.0168,5.961,0;-4.9108,3.8156,0;-7.0643,4.9025,0;-4.7559,7.0985,0;-4.0872,6.355,0;-2.8074,8.6705,0;-3.476,9.4141,0;-1.9889,10.7514,0;-1.3202,10.0079,0;-2.0638,9.3392,0;-2.7325,10.0828,0;-.616,3.9434,0;-1.116,3.0774,0;-1.9821,3.5774,0;.4117,11.073,0;-5.3797,1.9237,0;-7.7959,6.7077,0;-1.4821,5.3094,0;

Duplicates DB11519

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11519.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11519.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11519.sdf

Formula	C₂₃H₂₉F₃O₆
MW	458.48
InChIKey	WWSWYXNVCBLWNZ-SREBMQDQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	32
Number_Rings	2
Number_Bonds	62
Rotat_Bonds	15
Unbranched_Chain	6
Chiral_Centers	5
ONatoms	6
HB_Donor	4
HB_Acceptor	5
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.82
logP	3.5604
PSA	107.22
MR	112.236
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-395.98366
PM7_Total_Energy_ev	-6385.83455
PM7_Electronic_Energy_ev	-54489.00013
PM7_Dipole_Debye	3.71874
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.749
PM7_LUMO_Energy_ev	-0.784
PM7_COSMO_Area_square_ang	418.61
PM7_COSMO_Volue_cubic_ang	553.25
PM7_Electron_Affinity_ev	0.784
PM7_Ionization_Energy_ev	9.749
PM7_Energy_Gap_ev	8.965
PM7_Global_Hardness_ev	4.4825
PM7_Global_Softness_ev	0.22308979364194087
PM7_Chemical_Potential_ev	-5.2665
PM7_Electronigativity_ev	5.2665
PM7_Back_Donation_Energy_ev	-1.120625
PM7_Electrophilicity_ev	3.0938117401003904
OPENEYE_Name	(~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-3,5-dihydroxy-2-[(~{E},3~{R})-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoic acid
SMILES	c1cc(cc(c1)OCC(C=CC2C(C(CC2O)O)CC=CCCCC(=O)O)O)C(F)(F)F
Canonical_SMILES	OC(=O)CCC/C=CC[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/[C@H](COc1cccc(c1)C(F)(F)F)O)O
InChI	1/C23H29F3O6/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/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/f/h30H
InChI_3D	1S/C23H29F3O6/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/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1
AuxInfo	1/1/N:10,18,9,20,1,2,3,17,19,8,7,4,12,21,5,22,6,14,13,16,15,11,23,30,31,32,28,27,26,24,25,29/E:(24,25,26)(30,31)/F:10,18,9,20,1,2,3,17,19,8,7,4,12,21,5,22,6,14,13,16,15,11,23,30,31,32,28,27,26,25,24,29/E:(24,25,26)/rA:61cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2d4;d3s4;;w7;;w9;;;s7;s13;s12s13;s12s14;s9s14;s10;s11;s18s19;;s8s21;s5;d11;s11;s15;s16;s22;s6s21;s23;s23;s23;s1;s2;s3;s4;s7;s8;s9;s10;s12;s12;s13;s14;s15;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s25;s26;s27;s28;/rC:-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;0,2.0104,0;-3.4641,4.0104,0;-2.5981,4.5104,0;-3.678,7.3954,0;-3.8853,8.3737,0;-.911,11.0483,0;-6.3852,4.0762,0;-4.9796,4.8854,0;-5.7228,5.5566,0;-5.3864,3.9701,0;-6.5883,5.0556,0;-4.4216,6.7267,0;-3.1417,9.0423,0;-1.6546,10.3796,0;-2.3981,9.711,0;-.866,3.5104,0;-1.7321,4.0104,0;1.7328,-.0038,0;-1.1183,12.0266,0;.0399,10.7387,0;-5.7511,2.2585,0;-7.2986,6.655,0;-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;-3.2026,7.2406,0;-4.3607,8.5285,0;-6.8826,4.0258,0;-6.3864,3.5762,0;-4.6854,5.2897,0;-6.0168,5.961,0;-4.9108,3.8156,0;-7.0643,4.9025,0;-4.7559,7.0985,0;-4.0872,6.355,0;-2.8074,8.6705,0;-3.476,9.4141,0;-1.9889,10.7514,0;-1.3202,10.0079,0;-2.0638,9.3392,0;-2.7325,10.0828,0;-.616,3.9434,0;-1.116,3.0774,0;-1.9821,3.5774,0;.4117,11.073,0;-5.3797,1.9237,0;-7.7959,6.7077,0;-1.4821,5.3094,0;
Duplicates	DB11519
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11519.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11519.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011500-0000011749/DB11519.sdf