CompChem-Database: compound details

CompChem-Database: details for selected entry

DB00685_p0 (753)

Formula C₂₀H₁₅F₃N₄O₃

MW 416.36

InChIKey WVPSKSLAZQPAKQ-PKRZOPRNNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 30

Number_Rings 5

Number_Bonds 49

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP -0.77

logP 2.6598

PSA 101.45

MR 104.216

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -137.01757

PM7_Total_Energy_ev -5684.63293

PM7_Electronic_Energy_ev -43118.95675

PM7_Dipole_Debye 10.40319

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.12

PM7_LUMO_Energy_ev -1.326

PM7_COSMO_Area_square_ang 374.74

PM7_COSMO_Volue_cubic_ang 432.47

PM7_Electron_Affinity_ev 1.326

PM7_Ionization_Energy_ev 9.12

PM7_Energy_Gap_ev 7.794

PM7_Global_Hardness_ev 3.897

PM7_Global_Softness_ev 0.25660764690787785

PM7_Chemical_Potential_ev -5.223

PM7_Electronigativity_ev 5.223

PM7_Back_Donation_Energy_ev -0.97425

PM7_Electrophilicity_ev 3.500093533487298

OPENEYE_Name 7-[(1~{R},5~{S})-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

SMILES c1cc(cc(c1n2c3c(cc(c(n3)N4CC5C(C4)C5N)F)c(=O)c(c2)C(=O)O)F)F

Canonical_SMILES N[C@@H]1[C@@H]2[C@H]1CN(C2)c1nc2c(cc1F)c(=O)c(cn2c1ccc(cc1F)F)C(=O)O

InChI 1/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/f/h29H

InChI_3D 1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16+

AuxInfo 1/1/N:2,1,4,3,16,17,12,7,5,18,19,14,9,8,6,20,13,10,11,15,28,30,29,24,21,23,22,25,26,27/E:(5,6)(10,11)(29,30)/F:2,1,4,3,16,17,12,7,5,18,19,14,9,8,6,20,13,10,11,15,28,30,29,24,21,23,22,25,27,26/E:(5,6)(10,11)/rA:45cCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;s2d4;s3;s4d6;s5;d8;;s5;d12s13;s14;;;s16;s17s18;s18s19;d10s11;s6s10s12;s11s16s17;s20;d13;d15;s15;s7;s8;s9;s1;s2;s3;s4;s12;s16;s16;s17;s17;s18;s19;s20;s24;s24;s27;/rC:3.4889,3.01,0;3.4918,4.01,0;.8707,-.4993,0;1.7567,4.0201,0;1.7371,0,0;2.6154,2.5125,0;2.6302,4.5176,0;;1.7449,3.015,0;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;-1.7799,1.097,0;-.9751,2.5006,0;-2.4512,1.8381,0;-1.9538,2.7056,0;-2.9538,2.7027,0;.8707,1.5185,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.8925,2.358,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;2.6375,5.5176,0;-.8653,-.5013,0;.876,2.5201,0;3.9208,2.7581,0;3.9263,4.2575,0;.8712,-.9993,0;1.326,4.2739,0;3.9191,1.2491,0;-1.5287,.6647,0;-2.1836,.8019,0;-.9243,2.998,0;-.4751,2.5021,0;-2.8549,1.543,0;-1.903,3.203,0;-3.042,3.1949,0;-3.9779,1.8654,0;-4.2764,2.6783,0;5.6441,-.2694,0;

Duplicates DB00685_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00685_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00685_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00685_p0.sdf

Formula	C₂₀H₁₅F₃N₄O₃
MW	416.36
InChIKey	WVPSKSLAZQPAKQ-PKRZOPRNNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	30
Number_Rings	5
Number_Bonds	49
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	-0.77
logP	2.6598
PSA	101.45
MR	104.216
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-137.01757
PM7_Total_Energy_ev	-5684.63293
PM7_Electronic_Energy_ev	-43118.95675
PM7_Dipole_Debye	10.40319
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.12
PM7_LUMO_Energy_ev	-1.326
PM7_COSMO_Area_square_ang	374.74
PM7_COSMO_Volue_cubic_ang	432.47
PM7_Electron_Affinity_ev	1.326
PM7_Ionization_Energy_ev	9.12
PM7_Energy_Gap_ev	7.794
PM7_Global_Hardness_ev	3.897
PM7_Global_Softness_ev	0.25660764690787785
PM7_Chemical_Potential_ev	-5.223
PM7_Electronigativity_ev	5.223
PM7_Back_Donation_Energy_ev	-0.97425
PM7_Electrophilicity_ev	3.500093533487298
OPENEYE_Name	7-[(1~{R},5~{S})-6-amino-3-azabicyclo[3.1.0]hexan-3-yl]-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid
SMILES	c1cc(cc(c1n2c3c(cc(c(n3)N4CC5C(C4)C5N)F)c(=O)c(c2)C(=O)O)F)F
Canonical_SMILES	N[C@@H]1[C@@H]2[C@H]1CN(C2)c1nc2c(cc1F)c(=O)c(cn2c1ccc(cc1F)F)C(=O)O
InChI	1/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/f/h29H
InChI_3D	1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16+
AuxInfo	1/1/N:2,1,4,3,16,17,12,7,5,18,19,14,9,8,6,20,13,10,11,15,28,30,29,24,21,23,22,25,26,27/E:(5,6)(10,11)(29,30)/F:2,1,4,3,16,17,12,7,5,18,19,14,9,8,6,20,13,10,11,15,28,30,29,24,21,23,22,25,27,26/E:(5,6)(10,11)/rA:45cCCCCCCCCCCCCCCCCCCCCNNNNOOOFFFHHHHHHHHHHHHHHH/rB:d1;;;d3;s1;s2d4;s3;s4d6;s5;d8;;s5;d12s13;s14;;;s16;s17s18;s18s19;d10s11;s6s10s12;s11s16s17;s20;d13;d15;s15;s7;s8;s9;s1;s2;s3;s4;s12;s16;s16;s17;s17;s18;s19;s20;s24;s24;s27;/rC:3.4889,3.01,0;3.4918,4.01,0;.8707,-.4993,0;1.7567,4.0201,0;1.7371,0,0;2.6154,2.5125,0;2.6302,4.5176,0;;1.7449,3.015,0;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;-1.7799,1.097,0;-.9751,2.5006,0;-2.4512,1.8381,0;-1.9538,2.7056,0;-2.9538,2.7027,0;.8707,1.5185,0;2.6125,1.5125,0;-.8675,1.5063,0;-3.8925,2.358,0;2.5983,-1.5053,0;4.3381,-1.5121,0;5.2125,-.017,0;2.6375,5.5176,0;-.8653,-.5013,0;.876,2.5201,0;3.9208,2.7581,0;3.9263,4.2575,0;.8712,-.9993,0;1.326,4.2739,0;3.9191,1.2491,0;-1.5287,.6647,0;-2.1836,.8019,0;-.9243,2.998,0;-.4751,2.5021,0;-2.8549,1.543,0;-1.903,3.203,0;-3.042,3.1949,0;-3.9779,1.8654,0;-4.2764,2.6783,0;5.6441,-.2694,0;
Duplicates	DB00685_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00685_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00685_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000000500-0000000749/DB00685_p0.sdf