CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00218_p0 (153)

Formula C₂₁H₂₄FN₃O₄

MW 401.44

InChIKey FABPRXSRWADJSP-LELJVTLKNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 57

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.56

logP 2.7643

PSA 83.8

MR 114.045

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -125.79305

PM7_Total_Energy_ev -5107.16664

PM7_Electronic_Energy_ev -43158.05552

PM7_Dipole_Debye 9.2216

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.395

PM7_LUMO_Energy_ev -0.709

PM7_COSMO_Area_square_ang 382.08

PM7_COSMO_Volue_cubic_ang 462.14

PM7_Electron_Affinity_ev 0.709

PM7_Ionization_Energy_ev 8.395

PM7_Energy_Gap_ev 7.686

PM7_Global_Hardness_ev 3.843

PM7_Global_Softness_ev 0.2602133749674733

PM7_Chemical_Potential_ev -4.552

PM7_Electronigativity_ev 4.552

PM7_Back_Donation_Energy_ev -0.96075

PM7_Electrophilicity_ev 2.695902159771012

OPENEYE_Name 7-[(4~{a}~{S},7~{a}~{S})-1,2,3,4,4~{a},5,7,7~{a}-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid

SMILES c1c2c(c(c(c1F)N3CC4CCCNC4C3)OC)n(cc(c2=O)C(=O)O)C5CC5

Canonical_SMILES COc1c(N2C[C@@H]3[C@H](C2)CCCN3)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1

InChI 1/C21H24FN3O4/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28)/f/h27H

InChI_3D 1S/C21H24FN3O4/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28)/t11-,16+/m0/s1

AuxInfo 1/1/N:21,11,12,13,14,15,1,16,7,17,18,19,2,9,6,20,3,4,8,5,10,29,22,24,23,25,26,27,28/E:(4,5)(27,28)/F:21,11,12,13,14,15,1,16,7,17,18,19,2,9,6,20,3,4,8,5,10,29,22,24,23,25,27,26,28/E:(4,5)/rA:53cCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3s4;s1d4;;s2;d7s8;s9;;s11;;s13;s11;;;s12s16;s13s14;s17s18;;s15s20;s3s7s19;s4s16s17;d8;d10;s10;s5s21;s6;s1;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;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;-4.1179,3.9509,0;-3.1123,3.9597,0;3.6046,3.4343,0;2.9644,4.2025,0;-4.6183,3.0784,0;-1.6264,2.8806,0;-2.437,1.4671,0;-2.612,3.0873,0;2.6176,3.2625,0;-3.113,2.2136,0;.0047,3.7685,0;-4.113,2.2147,0;2.6125,1.5125,0;-1.5181,1.8794,0;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;-4.5886,4.1196,0;-4.0345,4.4439,0;-3.2015,4.4517,0;-2.6426,4.1311,0;4.0384,3.683,0;3.7745,2.964,0;2.5324,4.4542,0;3.2872,4.5843,0;-4.9998,2.7552,0;-5.0026,3.3983,0;-1.5756,3.378,0;-1.1264,2.882,0;-2.1858,1.0348,0;-2.8407,1.1721,0;-3.112,3.0873,0;2.1255,3.3511,0;-3.316,1.7567,0;-.2453,3.3355,0;.2547,4.2015,0;-.4283,4.0185,0;-4.362,1.7811,0;5.6441,-.2694,0;

Duplicates DB00218_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00218_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00218_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00218_p0.sdf

Formula	C₂₁H₂₄FN₃O₄
MW	401.44
InChIKey	FABPRXSRWADJSP-LELJVTLKNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	57
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.56
logP	2.7643
PSA	83.8
MR	114.045
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-125.79305
PM7_Total_Energy_ev	-5107.16664
PM7_Electronic_Energy_ev	-43158.05552
PM7_Dipole_Debye	9.2216
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.395
PM7_LUMO_Energy_ev	-0.709
PM7_COSMO_Area_square_ang	382.08
PM7_COSMO_Volue_cubic_ang	462.14
PM7_Electron_Affinity_ev	0.709
PM7_Ionization_Energy_ev	8.395
PM7_Energy_Gap_ev	7.686
PM7_Global_Hardness_ev	3.843
PM7_Global_Softness_ev	0.2602133749674733
PM7_Chemical_Potential_ev	-4.552
PM7_Electronigativity_ev	4.552
PM7_Back_Donation_Energy_ev	-0.96075
PM7_Electrophilicity_ev	2.695902159771012
OPENEYE_Name	7-[(4~{a}~{S},7~{a}~{S})-1,2,3,4,4~{a},5,7,7~{a}-octahydropyrrolo[3,4-b]pyridin-6-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid
SMILES	c1c2c(c(c(c1F)N3CC4CCCNC4C3)OC)n(cc(c2=O)C(=O)O)C5CC5
Canonical_SMILES	COc1c(N2C[C@@H]3[C@H](C2)CCCN3)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1
InChI	1/C21H24FN3O4/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28)/f/h27H
InChI_3D	1S/C21H24FN3O4/c1-29-20-17-13(19(26)14(21(27)28)9-25(17)12-4-5-12)7-15(22)18(20)24-8-11-3-2-6-23-16(11)10-24/h7,9,11-12,16,23H,2-6,8,10H2,1H3,(H,27,28)/t11-,16+/m0/s1
AuxInfo	1/1/N:21,11,12,13,14,15,1,16,7,17,18,19,2,9,6,20,3,4,8,5,10,29,22,24,23,25,26,27,28/E:(4,5)(27,28)/F:21,11,12,13,14,15,1,16,7,17,18,19,2,9,6,20,3,4,8,5,10,29,22,24,23,25,27,26,28/E:(4,5)/rA:53cCCCCCCCCCCCCCCCCCCCCCNNNOOOOFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s2;;d3s4;s1d4;;s2;d7s8;s9;;s11;;s13;s11;;;s12s16;s13s14;s17s18;;s15s20;s3s7s19;s4s16s17;d8;d10;s10;s5s21;s6;s1;s7;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s21;s22;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;-4.1179,3.9509,0;-3.1123,3.9597,0;3.6046,3.4343,0;2.9644,4.2025,0;-4.6183,3.0784,0;-1.6264,2.8806,0;-2.437,1.4671,0;-2.612,3.0873,0;2.6176,3.2625,0;-3.113,2.2136,0;.0047,3.7685,0;-4.113,2.2147,0;2.6125,1.5125,0;-1.5181,1.8794,0;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;-4.5886,4.1196,0;-4.0345,4.4439,0;-3.2015,4.4517,0;-2.6426,4.1311,0;4.0384,3.683,0;3.7745,2.964,0;2.5324,4.4542,0;3.2872,4.5843,0;-4.9998,2.7552,0;-5.0026,3.3983,0;-1.5756,3.378,0;-1.1264,2.882,0;-2.1858,1.0348,0;-2.8407,1.1721,0;-3.112,3.0873,0;2.1255,3.3511,0;-3.316,1.7567,0;-.2453,3.3355,0;.2547,4.2015,0;-.4283,4.0185,0;-4.362,1.7811,0;5.6441,-.2694,0;
Duplicates	DB00218_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00218_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00218_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000000-0000000249/DB00218_p0.sdf