CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL105458 (5664)

Formula C₂₃H₂₃F₃N₄O₅

MW 492.46

InChIKey TUVFHIDFNNRIFZ-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 9

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.3

logP 3.1517

PSA 96.27

MR 129.753

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -224.09422

PM7_Total_Energy_ev -6751.15561

PM7_Electronic_Energy_ev -58159.25133

PM7_Dipole_Debye 6.65795

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.247

PM7_LUMO_Energy_ev -1.436

PM7_COSMO_Area_square_ang 436.3

PM7_COSMO_Volue_cubic_ang 535.33

PM7_Electron_Affinity_ev 1.436

PM7_Ionization_Energy_ev 8.247

PM7_Energy_Gap_ev 6.811

PM7_Global_Hardness_ev 3.4055

PM7_Global_Softness_ev 0.29364263691087944

PM7_Chemical_Potential_ev -4.8415

PM7_Electronigativity_ev 4.8415

PM7_Back_Donation_Energy_ev -0.851375

PM7_Electrophilicity_ev 3.4415096535016882

OPENEYE_Name 8-(difluoromethoxy)-6-fluoro-7-[4-(2-methoxyphenyl)piperazin-1-yl]-1-(methylamino)-4-oxo-quinoline-3-carboxylic acid

SMILES c1ccc(c(c1)N2CCN(CC2)c3c(c4c(cc3F)c(=O)c(cn4NC)C(=O)O)OC(F)F)OC

Canonical_SMILES COc1ccccc1N1CCN(CC1)c1c(F)cc2c(c1OC(F)F)n(NC)cc(c2=O)C(=O)O

InChI 1/C23H23F3N4O5/c1-27-30-12-14(22(32)33)20(31)13-11-15(24)19(21(18(13)30)35-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)34-2/h3-6,11-12,23,27H,7-10H2,1-2H3,(H,32,33)/f/h32H

InChI_3D 1S/C23H23F3N4O5/c1-27-30-12-14(22(32)33)20(31)13-11-15(24)19(21(18(13)30)35-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)34-2/h3-6,11-12,23,27H,7-10H2,1-2H3,(H,32,33)

AuxInfo 1/1/N:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,33,34,35,27,25,26,24,28,29,30,31,32/E:(7,8)(9,10)(25,26)(32,33)/F:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,33,34,35,27,25,26,24,28,30,29,31,32/E:(7,8)(9,10)(25,26)/rA:58nCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;s6;;d4s7;d8s9;s5d9;;s6;d13s14;s15;;;s17;s18;;;;s8s13;s7s17s18;s9s19s20;s21s24;d14;d16;s16;s10s22;s11s23;s12;s23;s23;s1;s2;s3;s4;s5;s13;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s22;s23;s27;s30;/rC:-5.214,2.9934,0;-5.2228,3.9934,0;-4.3464,2.496,0;-4.3552,4.5011,0;.8707,-.4993,0;1.7371,0,0;-3.4789,3.0037,0;1.7414,1.0089,0;0,1.0089,0;-3.4789,4.0089,0;.8707,1.5185,0;;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;-1.7482,3.0112,0;-2.6112,1.5063,0;-.8763,2.5113,0;-1.7392,1.0063,0;3.4829,3.01,0;-2.6217,5.5139,0;1.7367,3.7685,0;2.6125,1.5125,0;-2.6114,2.5063,0;-.8675,1.5063,0;2.6154,2.5125,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;-2.6158,4.514,0;.8707,3.2685,0;-.8653,-.5013,0;1.2367,4.6345,0;2.6028,4.2685,0;-5.6455,2.7408,0;-5.6576,4.2402,0;-4.3442,1.996,0;-4.3597,5.0011,0;.8712,-.9993,0;3.9191,1.2491,0;-2.0714,3.3927,0;-1.4283,3.3955,0;-2.7812,1.0361,0;-3.1037,1.5926,0;-.7076,2.9819,0;-.3833,2.4278,0;-1.4182,.623,0;-2.0602,.623,0;3.7316,2.5762,0;3.2342,3.4437,0;3.9166,3.2587,0;-3.1217,5.511,0;-2.1217,5.5169,0;-2.6247,6.0139,0;1.9867,3.3355,0;2.1831,2.7638,0;5.6441,-.2694,0;

Duplicates CHEMBL105458

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105458.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105458.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105458.sdf

Formula	C₂₃H₂₃F₃N₄O₅
MW	492.46
InChIKey	TUVFHIDFNNRIFZ-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	9
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.3
logP	3.1517
PSA	96.27
MR	129.753
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-224.09422
PM7_Total_Energy_ev	-6751.15561
PM7_Electronic_Energy_ev	-58159.25133
PM7_Dipole_Debye	6.65795
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.247
PM7_LUMO_Energy_ev	-1.436
PM7_COSMO_Area_square_ang	436.3
PM7_COSMO_Volue_cubic_ang	535.33
PM7_Electron_Affinity_ev	1.436
PM7_Ionization_Energy_ev	8.247
PM7_Energy_Gap_ev	6.811
PM7_Global_Hardness_ev	3.4055
PM7_Global_Softness_ev	0.29364263691087944
PM7_Chemical_Potential_ev	-4.8415
PM7_Electronigativity_ev	4.8415
PM7_Back_Donation_Energy_ev	-0.851375
PM7_Electrophilicity_ev	3.4415096535016882
OPENEYE_Name	8-(difluoromethoxy)-6-fluoro-7-[4-(2-methoxyphenyl)piperazin-1-yl]-1-(methylamino)-4-oxo-quinoline-3-carboxylic acid
SMILES	c1ccc(c(c1)N2CCN(CC2)c3c(c4c(cc3F)c(=O)c(cn4NC)C(=O)O)OC(F)F)OC
Canonical_SMILES	COc1ccccc1N1CCN(CC1)c1c(F)cc2c(c1OC(F)F)n(NC)cc(c2=O)C(=O)O
InChI	1/C23H23F3N4O5/c1-27-30-12-14(22(32)33)20(31)13-11-15(24)19(21(18(13)30)35-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)34-2/h3-6,11-12,23,27H,7-10H2,1-2H3,(H,32,33)/f/h32H
InChI_3D	1S/C23H23F3N4O5/c1-27-30-12-14(22(32)33)20(31)13-11-15(24)19(21(18(13)30)35-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)34-2/h3-6,11-12,23,27H,7-10H2,1-2H3,(H,32,33)
AuxInfo	1/1/N:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,33,34,35,27,25,26,24,28,29,30,31,32/E:(7,8)(9,10)(25,26)(32,33)/F:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,33,34,35,27,25,26,24,28,30,29,31,32/E:(7,8)(9,10)(25,26)/rA:58nCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOOFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;s6;;d4s7;d8s9;s5d9;;s6;d13s14;s15;;;s17;s18;;;;s8s13;s7s17s18;s9s19s20;s21s24;d14;d16;s16;s10s22;s11s23;s12;s23;s23;s1;s2;s3;s4;s5;s13;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s21;s22;s22;s22;s23;s27;s30;/rC:-5.214,2.9934,0;-5.2228,3.9934,0;-4.3464,2.496,0;-4.3552,4.5011,0;.8707,-.4993,0;1.7371,0,0;-3.4789,3.0037,0;1.7414,1.0089,0;0,1.0089,0;-3.4789,4.0089,0;.8707,1.5185,0;;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;-1.7482,3.0112,0;-2.6112,1.5063,0;-.8763,2.5113,0;-1.7392,1.0063,0;3.4829,3.01,0;-2.6217,5.5139,0;1.7367,3.7685,0;2.6125,1.5125,0;-2.6114,2.5063,0;-.8675,1.5063,0;2.6154,2.5125,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;-2.6158,4.514,0;.8707,3.2685,0;-.8653,-.5013,0;1.2367,4.6345,0;2.6028,4.2685,0;-5.6455,2.7408,0;-5.6576,4.2402,0;-4.3442,1.996,0;-4.3597,5.0011,0;.8712,-.9993,0;3.9191,1.2491,0;-2.0714,3.3927,0;-1.4283,3.3955,0;-2.7812,1.0361,0;-3.1037,1.5926,0;-.7076,2.9819,0;-.3833,2.4278,0;-1.4182,.623,0;-2.0602,.623,0;3.7316,2.5762,0;3.2342,3.4437,0;3.9166,3.2587,0;-3.1217,5.511,0;-2.1217,5.5169,0;-2.6247,6.0139,0;1.9867,3.3355,0;2.1831,2.7638,0;5.6441,-.2694,0;
Duplicates	CHEMBL105458
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105458.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105458.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105250-0000105499/CHEMBL105458.sdf