CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12563 (10332)

Formula C₂₂H₁₉ClF₄N₂O₄

MW 486.86

InChIKey WZZIQHIQMWJNLU-LKHHGCNMNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 9

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.88

logP 5.1028

PSA 84.5

MR 110.859

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -303.07072

PM7_Total_Energy_ev -6641.67707

PM7_Electronic_Energy_ev -51934.13818

PM7_Dipole_Debye 0.88694

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.872

PM7_LUMO_Energy_ev -0.929

PM7_COSMO_Area_square_ang 438.34

PM7_COSMO_Volue_cubic_ang 535.6

PM7_Electron_Affinity_ev 0.929

PM7_Ionization_Energy_ev 9.872

PM7_Energy_Gap_ev 8.943

PM7_Global_Hardness_ev 4.4715

PM7_Global_Softness_ev 0.22363860002236385

PM7_Chemical_Potential_ev -5.4005

PM7_Electronigativity_ev 5.4005

PM7_Back_Donation_Energy_ev -1.117875

PM7_Electrophilicity_ev 3.2612546405009506

OPENEYE_Name methyl 2-chloro-6-[3-fluoro-4-[(1~{R})-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]benzoate

SMILES c1cc(c(c(c1)Cl)C(=O)OC)c2ccc(c(c2)F)C(C)NC(=O)C3(CC3)NC(=O)C(F)(F)F

Canonical_SMILES COC(=O)c1c(Cl)cccc1c1ccc(c(c1)F)[C@H](NC(=O)C1(CC1)NC(=O)C(F)(F)F)C

InChI 1/C22H19ClF4N2O4/c1-11(28-19(31)21(8-9-21)29-20(32)22(25,26)27)13-7-6-12(10-16(13)24)14-4-3-5-15(23)17(14)18(30)33-2/h3-7,10-11H,8-9H2,1-2H3,(H,28,31)(H,29,32)/f/h28-29H

InChI_3D 1S/C22H19ClF4N2O4/c1-11(28-19(31)21(8-9-21)29-20(32)22(25,26)27)13-7-6-12(10-16(13)24)14-4-3-5-15(23)17(14)18(30)33-2/h3-7,10-11H,8-9H2,1-2H3,(H,28,31)(H,29,32)/t11-/m1/s1

AuxInfo 1/1/N:19,20,1,2,5,3,4,16,17,6,21,7,10,8,12,11,9,13,14,15,18,22,33,29,30,31,32,23,24,25,26,27,28/E:(8,9)(25,26,27)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNOOOOFFFFClHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s3d6;s2s7;d8;s4;s6d10;d5s9;s9;;;;s16;s14s16s17;;;s10s19;s15;s14s21;s15s18;d13;d14;d15;s13s20;s11;s22;s22;s22;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s19;s19;s19;s20;s20;s20;s21;s23;s24;/rC:-.8675,.4975,0;;2.3818,-1.3797,0;3.2449,-1.8848,0;-.8675,1.5027,0;3.2538,.1204,0;2.3818,-.3797,0;.8675,.4975,0;.8675,1.5027,0;4.1169,-1.3847,0;4.1257,-.3796,0;0,2.0104,0;1.735,2.0001,0;5.6172,-4.0006,0;2.7014,-4.8955,0;5.8753,-5.5127,0;4.9338,-5.8495,0;5.1121,-4.8636,0;6.4904,-2.7736,0;2.6054,3.4976,0;5.6273,-2.2685,0;1.7635,-4.5487,0;5.1222,-3.1316,0;3.4707,-4.2567,0;2.5995,1.4976,0;6.6171,-4.0064,0;2.87,-5.8812,0;1.7379,3.0001,0;4.9932,.1179,0;1.4166,-5.4866,0;2.1103,-3.6108,0;.8255,-4.2019,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;1.948,-1.6285,0;3.2427,-2.3848,0;-1.3012,1.7514,0;3.2537,.6204,0;6.1228,-5.9471,0;6.2603,-5.1937,0;4.4338,-5.8472,0;5.0181,-6.3424,0;6.2378,-3.2051,0;6.7429,-2.3421,0;6.9219,-3.0261,0;2.3567,3.9313,0;2.8542,3.0638,0;3.0392,3.7463,0;5.8798,-1.837,0;4.6222,-3.1287,0;3.3864,-3.7638,0;

Duplicates DB12563

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12563.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12563.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12563.sdf

Formula	C₂₂H₁₉ClF₄N₂O₄
MW	486.86
InChIKey	WZZIQHIQMWJNLU-LKHHGCNMNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	9
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.88
logP	5.1028
PSA	84.5
MR	110.859
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-303.07072
PM7_Total_Energy_ev	-6641.67707
PM7_Electronic_Energy_ev	-51934.13818
PM7_Dipole_Debye	0.88694
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.872
PM7_LUMO_Energy_ev	-0.929
PM7_COSMO_Area_square_ang	438.34
PM7_COSMO_Volue_cubic_ang	535.6
PM7_Electron_Affinity_ev	0.929
PM7_Ionization_Energy_ev	9.872
PM7_Energy_Gap_ev	8.943
PM7_Global_Hardness_ev	4.4715
PM7_Global_Softness_ev	0.22363860002236385
PM7_Chemical_Potential_ev	-5.4005
PM7_Electronigativity_ev	5.4005
PM7_Back_Donation_Energy_ev	-1.117875
PM7_Electrophilicity_ev	3.2612546405009506
OPENEYE_Name	methyl 2-chloro-6-[3-fluoro-4-[(1~{R})-1-[[1-[(2,2,2-trifluoroacetyl)amino]cyclopropanecarbonyl]amino]ethyl]phenyl]benzoate
SMILES	c1cc(c(c(c1)Cl)C(=O)OC)c2ccc(c(c2)F)C(C)NC(=O)C3(CC3)NC(=O)C(F)(F)F
Canonical_SMILES	COC(=O)c1c(Cl)cccc1c1ccc(c(c1)F)[C@H](NC(=O)C1(CC1)NC(=O)C(F)(F)F)C
InChI	1/C22H19ClF4N2O4/c1-11(28-19(31)21(8-9-21)29-20(32)22(25,26)27)13-7-6-12(10-16(13)24)14-4-3-5-15(23)17(14)18(30)33-2/h3-7,10-11H,8-9H2,1-2H3,(H,28,31)(H,29,32)/f/h28-29H
InChI_3D	1S/C22H19ClF4N2O4/c1-11(28-19(31)21(8-9-21)29-20(32)22(25,26)27)13-7-6-12(10-16(13)24)14-4-3-5-15(23)17(14)18(30)33-2/h3-7,10-11H,8-9H2,1-2H3,(H,28,31)(H,29,32)/t11-/m1/s1
AuxInfo	1/1/N:19,20,1,2,5,3,4,16,17,6,21,7,10,8,12,11,9,13,14,15,18,22,33,29,30,31,32,23,24,25,26,27,28/E:(8,9)(25,26,27)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNOOOOFFFFClHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;;s3d6;s2s7;d8;s4;s6d10;d5s9;s9;;;;s16;s14s16s17;;;s10s19;s15;s14s21;s15s18;d13;d14;d15;s13s20;s11;s22;s22;s22;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s19;s19;s19;s20;s20;s20;s21;s23;s24;/rC:-.8675,.4975,0;;2.3818,-1.3797,0;3.2449,-1.8848,0;-.8675,1.5027,0;3.2538,.1204,0;2.3818,-.3797,0;.8675,.4975,0;.8675,1.5027,0;4.1169,-1.3847,0;4.1257,-.3796,0;0,2.0104,0;1.735,2.0001,0;5.6172,-4.0006,0;2.7014,-4.8955,0;5.8753,-5.5127,0;4.9338,-5.8495,0;5.1121,-4.8636,0;6.4904,-2.7736,0;2.6054,3.4976,0;5.6273,-2.2685,0;1.7635,-4.5487,0;5.1222,-3.1316,0;3.4707,-4.2567,0;2.5995,1.4976,0;6.6171,-4.0064,0;2.87,-5.8812,0;1.7379,3.0001,0;4.9932,.1179,0;1.4166,-5.4866,0;2.1103,-3.6108,0;.8255,-4.2019,0;0,3.0104,0;-1.3001,.2469,0;0,-.5,0;1.948,-1.6285,0;3.2427,-2.3848,0;-1.3012,1.7514,0;3.2537,.6204,0;6.1228,-5.9471,0;6.2603,-5.1937,0;4.4338,-5.8472,0;5.0181,-6.3424,0;6.2378,-3.2051,0;6.7429,-2.3421,0;6.9219,-3.0261,0;2.3567,3.9313,0;2.8542,3.0638,0;3.0392,3.7463,0;5.8798,-1.837,0;4.6222,-3.1287,0;3.3864,-3.7638,0;
Duplicates	DB12563
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12563.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12563.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12563.sdf