CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL105229 (5420)

Formula C₂₃H₂₂F₃N₃O₅

MW 477.44

InChIKey RQOOBWINEATNIE-VJSLDGLSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 56

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 59

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 8

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.45

logP 3.4424

PSA 84.24

MR 125.971

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -249.50877

PM7_Total_Energy_ev -6552.51824

PM7_Electronic_Energy_ev -54839.88408

PM7_Dipole_Debye 6.17686

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.336

PM7_LUMO_Energy_ev -1.233

PM7_COSMO_Area_square_ang 426.94

PM7_COSMO_Volue_cubic_ang 518.64

PM7_Electron_Affinity_ev 1.233

PM7_Ionization_Energy_ev 8.336

PM7_Energy_Gap_ev 7.103

PM7_Global_Hardness_ev 3.5515

PM7_Global_Softness_ev 0.2815711671124877

PM7_Chemical_Potential_ev -4.7845

PM7_Electronigativity_ev 4.7845

PM7_Back_Donation_Energy_ev -0.887875

PM7_Electrophilicity_ev 3.2227847740391384

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

SMILES c1ccc(c(c1)N2CCN(CC2)c3c(c4c(cc3F)c(=O)c(cn4C)C(=O)O)OC(F)F)OC

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

InChI 1/C23H22F3N3O5/c1-27-12-14(22(31)32)20(30)13-11-15(24)19(21(18(13)27)34-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)33-2/h3-6,11-12,23H,7-10H2,1-2H3,(H,31,32)/f/h31H

InChI_3D 1S/C23H22F3N3O5/c1-27-12-14(22(31)32)20(30)13-11-15(24)19(21(18(13)27)34-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)33-2/h3-6,11-12,23H,7-10H2,1-2H3,(H,31,32)

AuxInfo 1/1/N:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,32,33,34,24,25,26,27,28,29,30,31/E:(7,8)(9,10)(25,26)(31,32)/F:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,32,33,34,24,25,26,27,29,28,30,31/E:(7,8)(9,10)(25,26)/rA:56nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;s6;;d4s7;d8s9;s5d9;;s6;d13s14;s15;;;s17;s18;;;;s8s13s21;s7s17s18;s9s19s20;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;s29;/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;2.6154,2.5125,0;-2.6217,5.5139,0;1.7367,3.7685,0;2.6125,1.5125,0;-2.6114,2.5063,0;-.8675,1.5063,0;2.5983,-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;2.1154,2.514,0;3.1154,2.511,0;2.6169,3.0125,0;-3.1217,5.511,0;-2.1217,5.5169,0;-2.6247,6.0139,0;1.9867,3.3355,0;5.6441,-.2694,0;

Duplicates CHEMBL105229

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105000-0000105249/CHEMBL105229.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105000-0000105249/CHEMBL105229.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105000-0000105249/CHEMBL105229.sdf

Formula	C₂₃H₂₂F₃N₃O₅
MW	477.44
InChIKey	RQOOBWINEATNIE-VJSLDGLSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	56
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	59
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	8
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.45
logP	3.4424
PSA	84.24
MR	125.971
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-249.50877
PM7_Total_Energy_ev	-6552.51824
PM7_Electronic_Energy_ev	-54839.88408
PM7_Dipole_Debye	6.17686
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.336
PM7_LUMO_Energy_ev	-1.233
PM7_COSMO_Area_square_ang	426.94
PM7_COSMO_Volue_cubic_ang	518.64
PM7_Electron_Affinity_ev	1.233
PM7_Ionization_Energy_ev	8.336
PM7_Energy_Gap_ev	7.103
PM7_Global_Hardness_ev	3.5515
PM7_Global_Softness_ev	0.2815711671124877
PM7_Chemical_Potential_ev	-4.7845
PM7_Electronigativity_ev	4.7845
PM7_Back_Donation_Energy_ev	-0.887875
PM7_Electrophilicity_ev	3.2227847740391384
OPENEYE_Name	8-(difluoromethoxy)-6-fluoro-7-[4-(2-methoxyphenyl)piperazin-1-yl]-1-methyl-4-oxo-quinoline-3-carboxylic acid
SMILES	c1ccc(c(c1)N2CCN(CC2)c3c(c4c(cc3F)c(=O)c(cn4C)C(=O)O)OC(F)F)OC
Canonical_SMILES	COc1ccccc1N1CCN(CC1)c1c(F)cc2c(c1OC(F)F)n(C)cc(c2=O)C(=O)O
InChI	1/C23H22F3N3O5/c1-27-12-14(22(31)32)20(30)13-11-15(24)19(21(18(13)27)34-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)33-2/h3-6,11-12,23H,7-10H2,1-2H3,(H,31,32)/f/h31H
InChI_3D	1S/C23H22F3N3O5/c1-27-12-14(22(31)32)20(30)13-11-15(24)19(21(18(13)27)34-23(25)26)29-9-7-28(8-10-29)16-5-3-4-6-17(16)33-2/h3-6,11-12,23H,7-10H2,1-2H3,(H,31,32)
AuxInfo	1/1/N:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,32,33,34,24,25,26,27,28,29,30,31/E:(7,8)(9,10)(25,26)(31,32)/F:21,22,1,2,3,4,17,18,19,20,5,13,6,15,12,7,10,8,9,14,11,16,23,32,33,34,24,25,26,27,29,28,30,31/E:(7,8)(9,10)(25,26)/rA:56nCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3;s6;;d4s7;d8s9;s5d9;;s6;d13s14;s15;;;s17;s18;;;;s8s13s21;s7s17s18;s9s19s20;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;s29;/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;2.6154,2.5125,0;-2.6217,5.5139,0;1.7367,3.7685,0;2.6125,1.5125,0;-2.6114,2.5063,0;-.8675,1.5063,0;2.5983,-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;2.1154,2.514,0;3.1154,2.511,0;2.6169,3.0125,0;-3.1217,5.511,0;-2.1217,5.5169,0;-2.6247,6.0139,0;1.9867,3.3355,0;5.6441,-.2694,0;
Duplicates	CHEMBL105229
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105000-0000105249/CHEMBL105229.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105000-0000105249/CHEMBL105229.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000105000-0000105249/CHEMBL105229.sdf