CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11453_p0 (9203)

Formula C₂₁H₂₁FN₄O₃

MW 396.42

InChIKey LZLXHGFNOWILIY-LBOYIXSDNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.65

logP 2.62738

PSA 98.36

MR 112.268

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -54.50504

PM7_Total_Energy_ev -4957.17174

PM7_Electronic_Energy_ev -40922.38279

PM7_Dipole_Debye 4.85184

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.953

PM7_LUMO_Energy_ev -1.407

PM7_COSMO_Area_square_ang 376.59

PM7_COSMO_Volue_cubic_ang 453.49

PM7_Electron_Affinity_ev 1.407

PM7_Ionization_Energy_ev 8.953

PM7_Energy_Gap_ev 7.546

PM7_Global_Hardness_ev 3.773

PM7_Global_Softness_ev 0.26504108136761195

PM7_Chemical_Potential_ev -5.18

PM7_Electronigativity_ev 5.18

PM7_Back_Donation_Energy_ev -0.94325

PM7_Electrophilicity_ev 3.555844155844156

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

SMILES C(#N)c1c2c(cc(c1N3CC4CCCNC4C3)F)c(=O)c(cn2C5CC5)C(=O)O

Canonical_SMILES N#Cc1c(N2C[C@@H]3[C@H](C2)CCCN3)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1

InChI 1/C21H21FN4O3/c22-16-6-13-18(26(12-3-4-12)9-15(20(13)27)21(28)29)14(7-23)19(16)25-8-11-2-1-5-24-17(11)10-25/h6,9,11-12,17,24H,1-5,8,10H2,(H,28,29)/f/h28H

InChI_3D 1S/C21H21FN4O3/c22-16-6-13-18(26(12-3-4-12)9-15(20(13)27)21(28)29)14(7-23)19(16)25-8-11-2-1-5-24-17(11)10-25/h6,9,11-12,17,24H,1-5,8,10H2,(H,28,29)/t11-,17+/m0/s1

AuxInfo 1/1/N:12,13,14,15,16,2,1,17,8,18,19,20,4,3,10,7,21,5,6,9,11,29,22,23,25,24,26,27,28/E:(3,4)(28,29)/F:12,13,14,15,16,2,1,17,8,18,19,20,4,3,10,7,21,5,6,9,11,29,22,23,25,24,26,28,27/E:(3,4)/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNOOOFHHHHHHHHHHHHHHHHHHHHH/rB:;s1;d2;d3s4;s3;s2d6;;s4;d8s9;s10;;s12;;s14;s12;;;s13s17;s14s15;s18s19;t1;s16s21;s5s8s20;s6s17s18;d9;d11;s11;s7;s2;s8;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s23;s28;/rC:.8707,2.5185,0;.8707,-.4993,0;.8707,1.5185,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;-3.4673,3.5778,0;-2.4617,3.5866,0;3.6046,3.4343,0;2.9644,4.2025,0;-3.9677,2.7053,0;-.9758,2.5075,0;-1.7864,1.094,0;-1.9614,2.7142,0;2.6176,3.2625,0;-2.4624,1.8406,0;.8707,3.5185,0;-3.4624,1.8416,0;2.6125,1.5125,0;-.8675,1.5063,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;-.8653,-.5013,0;.8712,-.9993,0;3.9191,1.2491,0;-3.938,3.7466,0;-3.3838,4.0708,0;-2.5509,4.0786,0;-1.992,3.7581,0;4.0384,3.683,0;3.7745,2.964,0;2.5324,4.4542,0;3.2872,4.5843,0;-4.3492,2.3821,0;-4.3519,3.0252,0;-.9249,3.0049,0;-.4758,2.5089,0;-1.5352,.6617,0;-2.1901,.799,0;-2.4614,2.7142,0;2.1255,3.3511,0;-2.6654,1.3836,0;-3.7114,1.408,0;5.6441,-.2695,0;

Duplicates DB11453_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11453_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11453_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11453_p0.sdf

Formula	C₂₁H₂₁FN₄O₃
MW	396.42
InChIKey	LZLXHGFNOWILIY-LBOYIXSDNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.65
logP	2.62738
PSA	98.36
MR	112.268
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-54.50504
PM7_Total_Energy_ev	-4957.17174
PM7_Electronic_Energy_ev	-40922.38279
PM7_Dipole_Debye	4.85184
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.953
PM7_LUMO_Energy_ev	-1.407
PM7_COSMO_Area_square_ang	376.59
PM7_COSMO_Volue_cubic_ang	453.49
PM7_Electron_Affinity_ev	1.407
PM7_Ionization_Energy_ev	8.953
PM7_Energy_Gap_ev	7.546
PM7_Global_Hardness_ev	3.773
PM7_Global_Softness_ev	0.26504108136761195
PM7_Chemical_Potential_ev	-5.18
PM7_Electronigativity_ev	5.18
PM7_Back_Donation_Energy_ev	-0.94325
PM7_Electrophilicity_ev	3.555844155844156
OPENEYE_Name	7-[(4~{a}~{S},6~{S},7~{a}~{S})-1,2,3,4,4~{a},5,7,7~{a}-octahydropyrrolo[3,4-b]pyridin-6-yl]-8-cyano-1-cyclopropyl-6-fluoro-4-oxo-quinoline-3-carboxylic acid
SMILES	C(#N)c1c2c(cc(c1N3CC4CCCNC4C3)F)c(=O)c(cn2C5CC5)C(=O)O
Canonical_SMILES	N#Cc1c(N2C[C@@H]3[C@H](C2)CCCN3)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1
InChI	1/C21H21FN4O3/c22-16-6-13-18(26(12-3-4-12)9-15(20(13)27)21(28)29)14(7-23)19(16)25-8-11-2-1-5-24-17(11)10-25/h6,9,11-12,17,24H,1-5,8,10H2,(H,28,29)/f/h28H
InChI_3D	1S/C21H21FN4O3/c22-16-6-13-18(26(12-3-4-12)9-15(20(13)27)21(28)29)14(7-23)19(16)25-8-11-2-1-5-24-17(11)10-25/h6,9,11-12,17,24H,1-5,8,10H2,(H,28,29)/t11-,17+/m0/s1
AuxInfo	1/1/N:12,13,14,15,16,2,1,17,8,18,19,20,4,3,10,7,21,5,6,9,11,29,22,23,25,24,26,27,28/E:(3,4)(28,29)/F:12,13,14,15,16,2,1,17,8,18,19,20,4,3,10,7,21,5,6,9,11,29,22,23,25,24,26,28,27/E:(3,4)/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNNOOOFHHHHHHHHHHHHHHHHHHHHH/rB:;s1;d2;d3s4;s3;s2d6;;s4;d8s9;s10;;s12;;s14;s12;;;s13s17;s14s15;s18s19;t1;s16s21;s5s8s20;s6s17s18;d9;d11;s11;s7;s2;s8;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s20;s21;s23;s28;/rC:.8707,2.5185,0;.8707,-.4993,0;.8707,1.5185,0;1.7371,0,0;1.7414,1.0089,0;0,1.0089,0;;3.4848,1.0014,0;2.6039,-.5053,0;3.4805,-.0073,0;4.3437,-.5122,0;-3.4673,3.5778,0;-2.4617,3.5866,0;3.6046,3.4343,0;2.9644,4.2025,0;-3.9677,2.7053,0;-.9758,2.5075,0;-1.7864,1.094,0;-1.9614,2.7142,0;2.6176,3.2625,0;-2.4624,1.8406,0;.8707,3.5185,0;-3.4624,1.8416,0;2.6125,1.5125,0;-.8675,1.5063,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;-.8653,-.5013,0;.8712,-.9993,0;3.9191,1.2491,0;-3.938,3.7466,0;-3.3838,4.0708,0;-2.5509,4.0786,0;-1.992,3.7581,0;4.0384,3.683,0;3.7745,2.964,0;2.5324,4.4542,0;3.2872,4.5843,0;-4.3492,2.3821,0;-4.3519,3.0252,0;-.9249,3.0049,0;-.4758,2.5089,0;-1.5352,.6617,0;-2.1901,.799,0;-2.4614,2.7142,0;2.1255,3.3511,0;-2.6654,1.3836,0;-3.7114,1.408,0;5.6441,-.2695,0;
Duplicates	DB11453_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11453_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11453_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011250-0000011499/DB11453_p0.sdf