CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11491_p0 (9229)

Formula C₂₀H₁₇F₂N₃O₃

MW 385.37

InChIKey XBHBWNFJWIASRO-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 48

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 0

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 -0.11

logP 2.7705

PSA 74.57

MR 107.779

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -121.45539

PM7_Total_Energy_ev -5060.66973

PM7_Electronic_Energy_ev -37920.51031

PM7_Dipole_Debye 7.04173

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.703

PM7_LUMO_Energy_ev -1.096

PM7_COSMO_Area_square_ang 368.57

PM7_COSMO_Volue_cubic_ang 426.14

PM7_Electron_Affinity_ev 1.096

PM7_Ionization_Energy_ev 8.703

PM7_Energy_Gap_ev 7.607

PM7_Global_Hardness_ev 3.8035

PM7_Global_Softness_ev 0.26291573550677005

PM7_Chemical_Potential_ev -4.8995

PM7_Electronigativity_ev 4.8995

PM7_Back_Donation_Energy_ev -0.950875

PM7_Electrophilicity_ev 3.15565929407125

OPENEYE_Name 6-fluoro-1-(4-fluorophenyl)-4-oxo-7-piperazin-1-yl-quinoline-3-carboxylic acid

SMILES c1cc(ccc1n2c3cc(c(cc3c(=O)c(c2)C(=O)O)F)N4CCNCC4)F

Canonical_SMILES Fc1ccc(cc1)n1cc(C(=O)O)c(=O)c2c1cc(N1CCNCC1)c(c2)F

InChI 1/C20H17F2N3O3/c21-12-1-3-13(4-2-12)25-11-15(20(27)28)19(26)14-9-16(22)18(10-17(14)25)24-7-5-23-6-8-24/h1-4,9-11,23H,5-8H2,(H,27,28)/f/h27H

InChI_3D 1S/C20H17F2N3O3/c21-12-1-3-13(4-2-12)25-11-15(20(27)28)19(26)14-9-16(22)18(10-17(14)25)24-7-5-23-6-8-24/h1-4,9-11,23H,5-8H2,(H,27,28)

AuxInfo 1/1/N:3,4,1,2,17,18,19,20,5,6,13,11,8,7,15,12,9,10,14,16,27,28,21,23,22,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(27,28)/F:3,4,1,2,17,18,19,20,5,6,13,11,8,7,15,12,9,10,14,16,27,28,21,23,22,24,26,25/E:(1,2)(3,4)(5,6)(7,8)/rA:45nCCCCCCCCCCCCCCCCCCCCNNNOOOFFHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s1d2;d6s7;s6;s3d4;s5d10;;s7;d13s14;s15;;;s17;s18;s17s18;s8s9s13;s10s19s20;d14;d16;s16;s11;s12;s1;s2;s3;s4;s5;s6;s13;s17;s17;s18;s18;s19;s19;s20;s20;s21;s26;/rC:1.7516,3.7625,0;3.4865,3.7575,0;1.7545,4.7677,0;3.4895,4.7627,0;.8707,-.4993,0;.8707,1.5185,0;1.7371,0,0;2.6176,3.2625,0;1.7414,1.0089,0;0,1.0089,0;2.6235,5.2729,0;;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;-2.6114,2.5063,0;2.6125,1.5125,0;-.8675,1.5063,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;2.6264,6.2729,0;-.8653,-.5013,0;1.3182,3.5132,0;3.9185,3.5056,0;1.3215,5.0177,0;3.9239,5.0101,0;.8712,-.9993,0;.8707,2.0185,0;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;-3.0451,2.755,0;5.6441,-.2695,0;

Duplicates DB11491_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11491_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11491_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11491_p0.sdf

Formula	C₂₀H₁₇F₂N₃O₃
MW	385.37
InChIKey	XBHBWNFJWIASRO-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	48
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	0
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	-0.11
logP	2.7705
PSA	74.57
MR	107.779
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-121.45539
PM7_Total_Energy_ev	-5060.66973
PM7_Electronic_Energy_ev	-37920.51031
PM7_Dipole_Debye	7.04173
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.703
PM7_LUMO_Energy_ev	-1.096
PM7_COSMO_Area_square_ang	368.57
PM7_COSMO_Volue_cubic_ang	426.14
PM7_Electron_Affinity_ev	1.096
PM7_Ionization_Energy_ev	8.703
PM7_Energy_Gap_ev	7.607
PM7_Global_Hardness_ev	3.8035
PM7_Global_Softness_ev	0.26291573550677005
PM7_Chemical_Potential_ev	-4.8995
PM7_Electronigativity_ev	4.8995
PM7_Back_Donation_Energy_ev	-0.950875
PM7_Electrophilicity_ev	3.15565929407125
OPENEYE_Name	6-fluoro-1-(4-fluorophenyl)-4-oxo-7-piperazin-1-yl-quinoline-3-carboxylic acid
SMILES	c1cc(ccc1n2c3cc(c(cc3c(=O)c(c2)C(=O)O)F)N4CCNCC4)F
Canonical_SMILES	Fc1ccc(cc1)n1cc(C(=O)O)c(=O)c2c1cc(N1CCNCC1)c(c2)F
InChI	1/C20H17F2N3O3/c21-12-1-3-13(4-2-12)25-11-15(20(27)28)19(26)14-9-16(22)18(10-17(14)25)24-7-5-23-6-8-24/h1-4,9-11,23H,5-8H2,(H,27,28)/f/h27H
InChI_3D	1S/C20H17F2N3O3/c21-12-1-3-13(4-2-12)25-11-15(20(27)28)19(26)14-9-16(22)18(10-17(14)25)24-7-5-23-6-8-24/h1-4,9-11,23H,5-8H2,(H,27,28)
AuxInfo	1/1/N:3,4,1,2,17,18,19,20,5,6,13,11,8,7,15,12,9,10,14,16,27,28,21,23,22,24,25,26/E:(1,2)(3,4)(5,6)(7,8)(27,28)/F:3,4,1,2,17,18,19,20,5,6,13,11,8,7,15,12,9,10,14,16,27,28,21,23,22,24,26,25/E:(1,2)(3,4)(5,6)(7,8)/rA:45nCCCCCCCCCCCCCCCCCCCCNNNOOOFFHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5;s1d2;d6s7;s6;s3d4;s5d10;;s7;d13s14;s15;;;s17;s18;s17s18;s8s9s13;s10s19s20;d14;d16;s16;s11;s12;s1;s2;s3;s4;s5;s6;s13;s17;s17;s18;s18;s19;s19;s20;s20;s21;s26;/rC:1.7516,3.7625,0;3.4865,3.7575,0;1.7545,4.7677,0;3.4895,4.7627,0;.8707,-.4993,0;.8707,1.5185,0;1.7371,0,0;2.6176,3.2625,0;1.7414,1.0089,0;0,1.0089,0;2.6235,5.2729,0;;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;-2.6114,2.5063,0;2.6125,1.5125,0;-.8675,1.5063,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;2.6264,6.2729,0;-.8653,-.5013,0;1.3182,3.5132,0;3.9185,3.5056,0;1.3215,5.0177,0;3.9239,5.0101,0;.8712,-.9993,0;.8707,2.0185,0;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;-3.0451,2.755,0;5.6441,-.2695,0;
Duplicates	DB11491_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11491_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11491_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11491_p0.sdf