CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189170_p0 (2531223)

Formula C₂₁H₂₆FN₃O₄

MW 403.45

InChIKey PMBHAWNZPPNADR-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 58

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.02

logP 3.5112

PSA 97.79

MR 111.89

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -138.86081

PM7_Total_Energy_ev -5134.3318

PM7_Electronic_Energy_ev -44365.44376

PM7_Dipole_Debye 8.12589

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.631

PM7_LUMO_Energy_ev -0.862

PM7_COSMO_Area_square_ang 380.65

PM7_COSMO_Volue_cubic_ang 478.77

PM7_Electron_Affinity_ev 0.862

PM7_Ionization_Energy_ev 8.631

PM7_Energy_Gap_ev 7.769

PM7_Global_Hardness_ev 3.8845

PM7_Global_Softness_ev 0.2574333891105676

PM7_Chemical_Potential_ev -4.7465

PM7_Electronigativity_ev 4.7465

PM7_Back_Donation_Energy_ev -0.971125

PM7_Electrophilicity_ev 2.8998921675891363

OPENEYE_Name 7-[(1~{R},4~{R})-4-amino-3,3-dimethyl-1-piperidyl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid

SMILES c1c2c(c(c(c1F)N3CCC(C(C3)(C)C)N)OC)n(cc(c2=O)C(=O)O)C4CC4

Canonical_SMILES COc1c(N2CC[C@H](C(C2)(C)C)N)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1

InChI 1/C21H26FN3O4/c1-21(2)10-24(7-6-15(21)23)17-14(22)8-12-16(19(17)29-3)25(11-4-5-11)9-13(18(12)26)20(27)28/h8-9,11,15H,4-7,10,23H2,1-3H3,(H,27,28)/f/h27H

InChI_3D 1S/C21H26FN3O4/c1-21(2)10-24(7-6-15(21)23)17-14(22)8-12-16(19(17)29-3)25(11-4-5-11)9-13(18(12)26)20(27)28/h8-9,11,15H,4-7,10,23H2,1-3H3,(H,27,28)/t15-/m1/s1

AuxInfo 1/1/N:19,20,21,11,12,13,14,1,7,15,16,2,9,6,17,3,4,8,5,10,18,29,24,23,22,25,26,27,28/E:(1,2)(4,5)(27,28)/F:19,20,21,11,12,13,14,1,7,15,16,2,9,6,17,3,4,8,5,10,18,29,24,23,22,25,27,26,28/E:(1,2)(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3s4;s1d4;;s2;d7s8;s9;;s11;;s13;;s11s12;s13;s15s17;s18;s18;;s3s7s16;s4s14s15;s17;d8;d10;s10;s5s21;s6;s1;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s24;s24;s27;/rC:.8707,-.4993,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;.8707,1.5185,0;;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;3.6025,2.6843,0;2.9622,3.4525,0;-1.7484,3.0115,0;-.8764,2.5114,0;-1.7395,1.0063,0;2.6154,2.5125,0;-2.6115,2.5064,0;-2.6115,1.5063,0;-3.2067,-.1393,0;-4.3352,1.8085,0;1.7367,3.7685,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.2165,4.1485,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;.8707,3.2685,0;-.8653,-.5013,0;.8712,-.9993,0;3.9191,1.2491,0;4.0362,2.933,0;3.7723,2.214,0;2.5302,3.7042,0;3.285,3.8343,0;-2.0717,3.3929,0;-1.4285,3.3957,0;-.7077,2.9821,0;-.3834,2.428,0;-1.4184,.623,0;-2.0605,.623,0;2.1233,2.6011,0;-3.1038,2.4186,0;-2.7365,-.3094,0;-3.6769,.0308,0;-3.3768,-.6095,0;-4.4215,1.316,0;-4.2489,2.3009,0;-4.8277,1.8948,0;1.4867,4.2015,0;1.9867,3.3355,0;2.1697,4.0185,0;-3.7093,4.2334,0;-2.8966,4.5328,0;5.6441,-.2694,0;

Duplicates CHEMBL5189170_p0;CHEMBL5204611_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189170_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189170_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189170_p0.sdf

Formula	C₂₁H₂₆FN₃O₄
MW	403.45
InChIKey	PMBHAWNZPPNADR-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	58
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.02
logP	3.5112
PSA	97.79
MR	111.89
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-138.86081
PM7_Total_Energy_ev	-5134.3318
PM7_Electronic_Energy_ev	-44365.44376
PM7_Dipole_Debye	8.12589
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.631
PM7_LUMO_Energy_ev	-0.862
PM7_COSMO_Area_square_ang	380.65
PM7_COSMO_Volue_cubic_ang	478.77
PM7_Electron_Affinity_ev	0.862
PM7_Ionization_Energy_ev	8.631
PM7_Energy_Gap_ev	7.769
PM7_Global_Hardness_ev	3.8845
PM7_Global_Softness_ev	0.2574333891105676
PM7_Chemical_Potential_ev	-4.7465
PM7_Electronigativity_ev	4.7465
PM7_Back_Donation_Energy_ev	-0.971125
PM7_Electrophilicity_ev	2.8998921675891363
OPENEYE_Name	7-[(1~{R},4~{R})-4-amino-3,3-dimethyl-1-piperidyl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid
SMILES	c1c2c(c(c(c1F)N3CCC(C(C3)(C)C)N)OC)n(cc(c2=O)C(=O)O)C4CC4
Canonical_SMILES	COc1c(N2CC[C@H](C(C2)(C)C)N)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1
InChI	1/C21H26FN3O4/c1-21(2)10-24(7-6-15(21)23)17-14(22)8-12-16(19(17)29-3)25(11-4-5-11)9-13(18(12)26)20(27)28/h8-9,11,15H,4-7,10,23H2,1-3H3,(H,27,28)/f/h27H
InChI_3D	1S/C21H26FN3O4/c1-21(2)10-24(7-6-15(21)23)17-14(22)8-12-16(19(17)29-3)25(11-4-5-11)9-13(18(12)26)20(27)28/h8-9,11,15H,4-7,10,23H2,1-3H3,(H,27,28)/t15-/m1/s1
AuxInfo	1/1/N:19,20,21,11,12,13,14,1,7,15,16,2,9,6,17,3,4,8,5,10,18,29,24,23,22,25,26,27,28/E:(1,2)(4,5)(27,28)/F:19,20,21,11,12,13,14,1,7,15,16,2,9,6,17,3,4,8,5,10,18,29,24,23,22,25,27,26,28/E:(1,2)(4,5)/rA:55cCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3s4;s1d4;;s2;d7s8;s9;;s11;;s13;;s11s12;s13;s15s17;s18;s18;;s3s7s16;s4s14s15;s17;d8;d10;s10;s5s21;s6;s1;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s19;s19;s19;s20;s20;s20;s21;s21;s21;s24;s24;s27;/rC:.8707,-.4993,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;.8707,1.5185,0;;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;3.6025,2.6843,0;2.9622,3.4525,0;-1.7484,3.0115,0;-.8764,2.5114,0;-1.7395,1.0063,0;2.6154,2.5125,0;-2.6115,2.5064,0;-2.6115,1.5063,0;-3.2067,-.1393,0;-4.3352,1.8085,0;1.7367,3.7685,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.2165,4.1485,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;.8707,3.2685,0;-.8653,-.5013,0;.8712,-.9993,0;3.9191,1.2491,0;4.0362,2.933,0;3.7723,2.214,0;2.5302,3.7042,0;3.285,3.8343,0;-2.0717,3.3929,0;-1.4285,3.3957,0;-.7077,2.9821,0;-.3834,2.428,0;-1.4184,.623,0;-2.0605,.623,0;2.1233,2.6011,0;-3.1038,2.4186,0;-2.7365,-.3094,0;-3.6769,.0308,0;-3.3768,-.6095,0;-4.4215,1.316,0;-4.2489,2.3009,0;-4.8277,1.8948,0;1.4867,4.2015,0;1.9867,3.3355,0;2.1697,4.0185,0;-3.7093,4.2334,0;-2.8966,4.5328,0;5.6441,-.2694,0;
Duplicates	CHEMBL5189170_p0;CHEMBL5204611_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189170_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189170_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189170_p0.sdf