CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198009_p0 (2540912)

Formula C₂₆H₂₈FN₃O₄S

MW 497.58

InChIKey MCLJXUSOVKEJPY-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 35

Number_Rings 4

Number_Bonds 66

Rotat_Bonds 11

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.2

logP 3.5806

PSA 108.27

MR 141.144

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -118.36316

PM7_Total_Energy_ev -5952.63343

PM7_Electronic_Energy_ev -52881.97917

PM7_Dipole_Debye 6.00007

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.636

PM7_LUMO_Energy_ev -1.233

PM7_COSMO_Area_square_ang 490.78

PM7_COSMO_Volue_cubic_ang 588.84

PM7_Electron_Affinity_ev 1.233

PM7_Ionization_Energy_ev 8.636

PM7_Energy_Gap_ev 7.403

PM7_Global_Hardness_ev 3.7015

PM7_Global_Softness_ev 0.270160745643658

PM7_Chemical_Potential_ev -4.9345

PM7_Electronigativity_ev 4.9345

PM7_Back_Donation_Energy_ev -0.925375

PM7_Electrophilicity_ev 3.2891112049169258

OPENEYE_Name (1~{S},2~{R})-1-[3-(3-fluoro-6-methoxy-4-quinolyl)propyl]-4-(2-phenylsulfanylacetyl)piperazine-2-carboxylic acid

SMILES c1ccc(cc1)SCC(=O)N2CCN(C(C2)C(=O)O)CCCc3c4cc(ccc4ncc3F)OC

Canonical_SMILES COc1ccc2c(c1)c(CCCN1CCN(C[C@@H]1C(=O)O)C(=O)CSc1ccccc1)c(cn2)F

InChI 1/C26H28FN3O4S/c1-34-18-9-10-23-21(14-18)20(22(27)15-28-23)8-5-11-29-12-13-30(16-24(29)26(32)33)25(31)17-35-19-6-3-2-4-7-19/h2-4,6-7,9-10,14-15,24H,5,8,11-13,16-17H2,1H3,(H,32,33)/f/h32H

InChI_3D 1S/C26H28FN3O4S/c1-34-18-9-10-23-21(14-18)20(22(27)15-28-23)8-5-11-29-12-13-30(16-24(29)26(32)33)25(31)17-35-19-6-3-2-4-7-19/h2-4,6-7,9-10,14-15,24H,5,8,11-13,16-17H2,1H3,(H,32,33)/t24-/m1/s1

AuxInfo 1/1/N:22,1,2,3,25,6,7,23,5,4,26,19,18,8,9,20,24,13,15,11,10,14,12,21,17,16,34,27,29,28,31,30,32,33,35/E:(3,4)(6,7)(32,33)/F:22,1,2,3,25,6,7,23,5,4,26,19,18,8,9,20,24,13,15,11,10,14,12,21,17,16,34,27,29,28,31,32,30,33,35/E:(3,4)(6,7)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;;s8;d10;s4s10;s5d8;d9s11;d6s7;;;;s18;;s16s20;;s11;s17;s23;s25;s9d12;s17s18s20;s19s21s26;d16;d17;s16;s13s22;s14;s15s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s20;s20;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s32;/rC:-1.7714,-6.986,0;-.904,-6.4883,0;-1.7799,-7.986,0;.8707,1.5185,0;0,1.0089,0;-.0363,-6.9958,0;-.9122,-8.4934,0;.8707,-.4993,0;3.4848,1.0014,0;1.7371,0,0;2.6039,-.5053,0;1.7414,1.0089,0;;3.4805,-.0073,0;-.036,-8.0009,0;5.1672,-5.3344,0;2.5648,-7.5154,0;1.7058,-6.013,0;1.7114,-5.0079,0;3.4406,-6.0226,0;3.4462,-5.0176,0;-1.732,-.0025,0;2.5983,-1.5053,0;1.696,-8.0106,0;2.5927,-2.5053,0;2.5872,-3.5053,0;2.6125,1.5125,0;2.5704,-6.5154,0;2.5816,-4.5052,0;5.8158,-4.5732,0;3.428,-8.0202,0;5.5022,-6.2766,0;-.8653,-.5013,0;4.3437,-.5122,0;.8272,-8.5057,0;-2.203,-6.7336,0;-.902,-5.9883,0;-2.2147,-8.233,0;.8707,2.0185,0;-.4338,1.2576,0;.3973,-6.7469,0;-.9165,-8.9934,0;.8712,-.9993,0;3.9191,1.2491,0;1.533,-6.4822,0;1.2138,-5.9239,0;1.2187,-5.0929,0;1.5412,-4.5378,0;3.9335,-5.939,0;3.6081,-6.4938,0;3.6216,-4.5494,0;-1.9814,-.4359,0;-2.1654,.2468,0;-1.4827,.4308,0;3.0983,-1.5081,0;2.0983,-1.5025,0;1.9436,-8.445,0;1.4484,-7.5762,0;3.0927,-2.5081,0;2.0928,-2.5025,0;3.0872,-3.508,0;2.0872,-3.5025,0;5.9939,-6.3671,0;

Duplicates CHEMBL5198009_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198009_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198009_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198009_p0.sdf

Formula	C₂₆H₂₈FN₃O₄S
MW	497.58
InChIKey	MCLJXUSOVKEJPY-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	35
Number_Rings	4
Number_Bonds	66
Rotat_Bonds	11
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.2
logP	3.5806
PSA	108.27
MR	141.144
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-118.36316
PM7_Total_Energy_ev	-5952.63343
PM7_Electronic_Energy_ev	-52881.97917
PM7_Dipole_Debye	6.00007
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.636
PM7_LUMO_Energy_ev	-1.233
PM7_COSMO_Area_square_ang	490.78
PM7_COSMO_Volue_cubic_ang	588.84
PM7_Electron_Affinity_ev	1.233
PM7_Ionization_Energy_ev	8.636
PM7_Energy_Gap_ev	7.403
PM7_Global_Hardness_ev	3.7015
PM7_Global_Softness_ev	0.270160745643658
PM7_Chemical_Potential_ev	-4.9345
PM7_Electronigativity_ev	4.9345
PM7_Back_Donation_Energy_ev	-0.925375
PM7_Electrophilicity_ev	3.2891112049169258
OPENEYE_Name	(1~{S},2~{R})-1-[3-(3-fluoro-6-methoxy-4-quinolyl)propyl]-4-(2-phenylsulfanylacetyl)piperazine-2-carboxylic acid
SMILES	c1ccc(cc1)SCC(=O)N2CCN(C(C2)C(=O)O)CCCc3c4cc(ccc4ncc3F)OC
Canonical_SMILES	COc1ccc2c(c1)c(CCCN1CCN(C[C@@H]1C(=O)O)C(=O)CSc1ccccc1)c(cn2)F
InChI	1/C26H28FN3O4S/c1-34-18-9-10-23-21(14-18)20(22(27)15-28-23)8-5-11-29-12-13-30(16-24(29)26(32)33)25(31)17-35-19-6-3-2-4-7-19/h2-4,6-7,9-10,14-15,24H,5,8,11-13,16-17H2,1H3,(H,32,33)/f/h32H
InChI_3D	1S/C26H28FN3O4S/c1-34-18-9-10-23-21(14-18)20(22(27)15-28-23)8-5-11-29-12-13-30(16-24(29)26(32)33)25(31)17-35-19-6-3-2-4-7-19/h2-4,6-7,9-10,14-15,24H,5,8,11-13,16-17H2,1H3,(H,32,33)/t24-/m1/s1
AuxInfo	1/1/N:22,1,2,3,25,6,7,23,5,4,26,19,18,8,9,20,24,13,15,11,10,14,12,21,17,16,34,27,29,28,31,30,32,33,35/E:(3,4)(6,7)(32,33)/F:22,1,2,3,25,6,7,23,5,4,26,19,18,8,9,20,24,13,15,11,10,14,12,21,17,16,34,27,29,28,31,32,30,33,35/E:(3,4)(6,7)/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOFSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;;s8;d10;s4s10;s5d8;d9s11;d6s7;;;;s18;;s16s20;;s11;s17;s23;s25;s9d12;s17s18s20;s19s21s26;d16;d17;s16;s13s22;s14;s15s24;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s19;s19;s20;s20;s21;s22;s22;s22;s23;s23;s24;s24;s25;s25;s26;s26;s32;/rC:-1.7714,-6.986,0;-.904,-6.4883,0;-1.7799,-7.986,0;.8707,1.5185,0;0,1.0089,0;-.0363,-6.9958,0;-.9122,-8.4934,0;.8707,-.4993,0;3.4848,1.0014,0;1.7371,0,0;2.6039,-.5053,0;1.7414,1.0089,0;;3.4805,-.0073,0;-.036,-8.0009,0;5.1672,-5.3344,0;2.5648,-7.5154,0;1.7058,-6.013,0;1.7114,-5.0079,0;3.4406,-6.0226,0;3.4462,-5.0176,0;-1.732,-.0025,0;2.5983,-1.5053,0;1.696,-8.0106,0;2.5927,-2.5053,0;2.5872,-3.5053,0;2.6125,1.5125,0;2.5704,-6.5154,0;2.5816,-4.5052,0;5.8158,-4.5732,0;3.428,-8.0202,0;5.5022,-6.2766,0;-.8653,-.5013,0;4.3437,-.5122,0;.8272,-8.5057,0;-2.203,-6.7336,0;-.902,-5.9883,0;-2.2147,-8.233,0;.8707,2.0185,0;-.4338,1.2576,0;.3973,-6.7469,0;-.9165,-8.9934,0;.8712,-.9993,0;3.9191,1.2491,0;1.533,-6.4822,0;1.2138,-5.9239,0;1.2187,-5.0929,0;1.5412,-4.5378,0;3.9335,-5.939,0;3.6081,-6.4938,0;3.6216,-4.5494,0;-1.9814,-.4359,0;-2.1654,.2468,0;-1.4827,.4308,0;3.0983,-1.5081,0;2.0983,-1.5025,0;1.9436,-8.445,0;1.4484,-7.5762,0;3.0927,-2.5081,0;2.0928,-2.5025,0;3.0872,-3.508,0;2.0872,-3.5025,0;5.9939,-6.3671,0;
Duplicates	CHEMBL5198009_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198009_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198009_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198000-0005198249/CHEMBL5198009_p0.sdf