CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL104743 (4934)

Formula C₂₂H₂₀F₃N₅O₄

MW 475.43

InChIKey XPIOXYHBJMSKMA-OKPOJWAQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 58

Rotat_Bonds 7

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 9

HB_Donor 1

HB_Acceptor 5

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -0.52

logP 3.0217

PSA 100.79

MR 122.569

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -175.39927

PM7_Total_Energy_ev -6479.19133

PM7_Electronic_Energy_ev -54733.78456

PM7_Dipole_Debye 5.82137

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.016

PM7_LUMO_Energy_ev -1.215

PM7_COSMO_Area_square_ang 416.22

PM7_COSMO_Volue_cubic_ang 510.77

PM7_Electron_Affinity_ev 1.215

PM7_Ionization_Energy_ev 9.016

PM7_Energy_Gap_ev 7.801

PM7_Global_Hardness_ev 3.9005

PM7_Global_Softness_ev 0.25637738751442124

PM7_Chemical_Potential_ev -5.1155

PM7_Electronigativity_ev 5.1155

PM7_Back_Donation_Energy_ev -0.975125

PM7_Electrophilicity_ev 3.354485354441738

OPENEYE_Name 1-cyclopropyl-8-(difluoromethoxy)-6-fluoro-4-oxo-7-(4-pyrimidin-2-ylpiperazin-1-yl)quinoline-3-carboxylic acid

SMILES c1cnc(nc1)N2CCN(CC2)c3c(c4c(cc3F)c(=O)c(cn4C5CC5)C(=O)O)OC(F)F

Canonical_SMILES FC(Oc1c(N2CCN(CC2)c2ncccn2)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1)F

InChI 1/C22H20F3N5O4/c23-15-10-13-16(30(12-2-3-12)11-14(18(13)31)20(32)33)19(34-21(24)25)17(15)28-6-8-29(9-7-28)22-26-4-1-5-27-22/h1,4-5,10-12,21H,2-3,6-9H2,(H,32,33)/f/h32H

InChI_3D 1S/C22H20F3N5O4/c23-15-10-13-16(30(12-2-3-12)11-14(18(13)31)20(32)33)19(34-21(24)25)17(15)28-6-8-29(9-7-28)22-26-4-1-5-27-22/h1,4-5,10-12,21H,2-3,6-9H2,(H,32,33)

AuxInfo 1/1/N:1,15,16,3,4,17,18,19,20,2,11,21,5,13,9,6,7,12,8,14,22,10,32,33,34,23,24,26,27,25,28,29,30,31/E:(2,3)(4,5)(6,7)(8,9)(24,25)(26,27)(32,33)/F:1,15,16,3,4,17,18,19,20,2,11,21,5,13,9,6,7,12,8,14,22,10,32,33,34,23,24,26,27,25,28,30,29,31/E:(2,3)(4,5)(6,7)(8,9)(24,25)(26,27)/rA:54nCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s5;;d6s7;s2d7;;;s5;d11s12;s13;;s15;;;s17;s18;s15s16;;s3d10;d4s10;s6s11s21;s7s17s18;s10s19s20;d12;d14;s14;s8s22;s9;s22;s22;s1;s2;s3;s4;s11;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s30;/rC:-5.8731,4.3664,0;.8707,-.4993,0;-5.0057,4.8741,0;-5.8645,3.3665,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;.8707,1.5185,0;;-4.1295,3.3768,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;3.6046,3.4343,0;2.9644,4.2025,0;-2.3813,1.3745,0;-1.5183,2.8794,0;-3.2532,1.8744,0;-2.3903,3.3794,0;2.6176,3.2625,0;.0047,3.0185,0;-4.1296,4.3817,0;-4.997,2.8691,0;2.6125,1.5125,0;-1.5181,1.8794,0;-3.262,2.8793,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;.8707,2.5185,0;-.8653,-.5013,0;-.4953,2.1525,0;.5047,3.8845,0;-6.308,4.6133,0;.8712,-.9993,0;-5.01,5.374,0;-6.2961,3.1139,0;3.9191,1.2491,0;4.0384,3.683,0;3.7745,2.964,0;2.5324,4.4542,0;3.2872,4.5843,0;-2.058,.993,0;-2.7012,.9902,0;-1.3483,3.3496,0;-1.0258,2.7931,0;-3.4219,1.4038,0;-3.7462,1.9579,0;-2.7113,3.7627,0;-2.0693,3.7627,0;2.1255,3.3511,0;-.4283,3.2685,0;5.6441,-.2694,0;

Duplicates CHEMBL104743

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104743.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104743.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104743.sdf

Formula	C₂₂H₂₀F₃N₅O₄
MW	475.43
InChIKey	XPIOXYHBJMSKMA-OKPOJWAQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	58
Rotat_Bonds	7
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	9
HB_Donor	1
HB_Acceptor	5
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-0.52
logP	3.0217
PSA	100.79
MR	122.569
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-175.39927
PM7_Total_Energy_ev	-6479.19133
PM7_Electronic_Energy_ev	-54733.78456
PM7_Dipole_Debye	5.82137
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.016
PM7_LUMO_Energy_ev	-1.215
PM7_COSMO_Area_square_ang	416.22
PM7_COSMO_Volue_cubic_ang	510.77
PM7_Electron_Affinity_ev	1.215
PM7_Ionization_Energy_ev	9.016
PM7_Energy_Gap_ev	7.801
PM7_Global_Hardness_ev	3.9005
PM7_Global_Softness_ev	0.25637738751442124
PM7_Chemical_Potential_ev	-5.1155
PM7_Electronigativity_ev	5.1155
PM7_Back_Donation_Energy_ev	-0.975125
PM7_Electrophilicity_ev	3.354485354441738
OPENEYE_Name	1-cyclopropyl-8-(difluoromethoxy)-6-fluoro-4-oxo-7-(4-pyrimidin-2-ylpiperazin-1-yl)quinoline-3-carboxylic acid
SMILES	c1cnc(nc1)N2CCN(CC2)c3c(c4c(cc3F)c(=O)c(cn4C5CC5)C(=O)O)OC(F)F
Canonical_SMILES	FC(Oc1c(N2CCN(CC2)c2ncccn2)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1)F
InChI	1/C22H20F3N5O4/c23-15-10-13-16(30(12-2-3-12)11-14(18(13)31)20(32)33)19(34-21(24)25)17(15)28-6-8-29(9-7-28)22-26-4-1-5-27-22/h1,4-5,10-12,21H,2-3,6-9H2,(H,32,33)/f/h32H
InChI_3D	1S/C22H20F3N5O4/c23-15-10-13-16(30(12-2-3-12)11-14(18(13)31)20(32)33)19(34-21(24)25)17(15)28-6-8-29(9-7-28)22-26-4-1-5-27-22/h1,4-5,10-12,21H,2-3,6-9H2,(H,32,33)
AuxInfo	1/1/N:1,15,16,3,4,17,18,19,20,2,11,21,5,13,9,6,7,12,8,14,22,10,32,33,34,23,24,26,27,25,28,29,30,31/E:(2,3)(4,5)(6,7)(8,9)(24,25)(26,27)(32,33)/F:1,15,16,3,4,17,18,19,20,2,11,21,5,13,9,6,7,12,8,14,22,10,32,33,34,23,24,26,27,25,28,30,29,31/E:(2,3)(4,5)(6,7)(8,9)(24,25)(26,27)/rA:54nCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s5;;d6s7;s2d7;;;s5;d11s12;s13;;s15;;;s17;s18;s15s16;;s3d10;d4s10;s6s11s21;s7s17s18;s10s19s20;d12;d14;s14;s8s22;s9;s22;s22;s1;s2;s3;s4;s11;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s22;s30;/rC:-5.8731,4.3664,0;.8707,-.4993,0;-5.0057,4.8741,0;-5.8645,3.3665,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;.8707,1.5185,0;;-4.1295,3.3768,0;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;3.6046,3.4343,0;2.9644,4.2025,0;-2.3813,1.3745,0;-1.5183,2.8794,0;-3.2532,1.8744,0;-2.3903,3.3794,0;2.6176,3.2625,0;.0047,3.0185,0;-4.1296,4.3817,0;-4.997,2.8691,0;2.6125,1.5125,0;-1.5181,1.8794,0;-3.262,2.8793,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;.8707,2.5185,0;-.8653,-.5013,0;-.4953,2.1525,0;.5047,3.8845,0;-6.308,4.6133,0;.8712,-.9993,0;-5.01,5.374,0;-6.2961,3.1139,0;3.9191,1.2491,0;4.0384,3.683,0;3.7745,2.964,0;2.5324,4.4542,0;3.2872,4.5843,0;-2.058,.993,0;-2.7012,.9902,0;-1.3483,3.3496,0;-1.0258,2.7931,0;-3.4219,1.4038,0;-3.7462,1.9579,0;-2.7113,3.7627,0;-2.0693,3.7627,0;2.1255,3.3511,0;-.4283,3.2685,0;5.6441,-.2694,0;
Duplicates	CHEMBL104743
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104743.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104743.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000104500-0000104749/CHEMBL104743.sdf