CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12720 (10506)

Formula C₂₁H₂₂FN₃O₅

MW 415.42

InChIKey VYFGDLGHHBUDTQ-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 2.2

logP 1.6703

PSA 110.11

MR 109.029

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -155.99881

PM7_Total_Energy_ev -5375.37485

PM7_Electronic_Energy_ev -44086.50622

PM7_Dipole_Debye 7.19249

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.22

PM7_LUMO_Energy_ev -1.621

PM7_COSMO_Area_square_ang 398.42

PM7_COSMO_Volue_cubic_ang 475.73

PM7_Electron_Affinity_ev 1.621

PM7_Ionization_Energy_ev 9.22

PM7_Energy_Gap_ev 7.599

PM7_Global_Hardness_ev 3.7995

PM7_Global_Softness_ev 0.26319252533228055

PM7_Chemical_Potential_ev -5.4205

PM7_Electronigativity_ev 5.4205

PM7_Back_Donation_Energy_ev -0.949875

PM7_Electrophilicity_ev 3.8665377352283197

OPENEYE_Name (5~{R})-~{N}-[(2~{S},3~{S})-2-(fluoromethyl)-2-hydroxy-5-oxo-tetrahydrofuran-3-yl]-5-isopropyl-3-(1-isoquinolyl)-4~{H}-isoxazole-5-carboxamide

SMILES c1ccc2c(c1)ccnc2C3=NOC(C3)(C(=O)NC4CC(=O)OC4(CF)O)C(C)C

Canonical_SMILES FC[C@@]1(O)OC(=O)C[C@@H]1NC(=O)[C@]1(ON=C(C1)c1nccc2c1cccc2)C(C)C

InChI 1/C21H22FN3O5/c1-12(2)20(19(27)24-16-9-17(26)29-21(16,28)11-22)10-15(25-30-20)18-14-6-4-3-5-13(14)7-8-23-18/h3-8,12,16,28H,9-11H2,1-2H3,(H,24,27)/f/h24H

InChI_3D 1S/C21H22FN3O5/c1-12(2)20(19(27)24-16-9-17(26)29-21(16,28)11-22)10-15(25-30-20)18-14-6-4-3-5-13(14)7-8-23-18/h3-8,12,16,28H,9-11H2,1-2H3,(H,24,27)/t16-,20+,21+/m0/s1

AuxInfo 1/1/N:18,19,1,2,3,4,5,6,14,13,20,21,7,8,10,15,11,9,12,16,17,30,22,24,23,25,26,29,27,28/E:(1,2)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3s5;d4s7;s8;s9;;;s10;s11;s14;s12s13;s15;;;s17;s16s18s19;s6d9;d10;s12s15;d11;d12;s11s17;s16s23;s17;s20;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s21;s24;s29;/rC:;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;2.6039,-.5053,0;3.4805,-.0073,0;1.7371,0,0;1.7414,1.0089,0;2.6125,1.5125,0;2.6176,3.2625,0;-3.0563,3.5965,0;.4106,5.17,0;1.8084,3.8525,0;-2.0774,3.8003,0;-1.9712,4.7962,0;2.1215,4.8022,0;-2.8846,5.2071,0;3.2994,6.4377,0;2.4097,7.537,0;-3.6921,5.797,0;2.3049,6.5425,0;3.4848,1.0014,0;3.4303,3.8479,0;-.2603,4.4284,0;-3.464,2.6834,0;.1038,6.1217,0;-3.5582,4.4619,0;3.1219,4.8039,0;-2.0047,6.7198,0;-4.4996,6.3869,0;-.4326,-.2506,0;-.4338,1.2576,0;.8712,-.9993,0;.8707,2.0185,0;2.6011,-1.0053,0;3.9121,-.2597,0;1.5573,3.4202,0;1.3523,4.0575,0;-1.5774,3.7991,0;-2.0267,3.3029,0;-1.8152,5.2712,0;3.3518,6.935,0;3.247,5.9405,0;3.7966,6.3853,0;1.9125,7.5894,0;2.907,7.4846,0;2.4621,8.0343,0;-3.3971,6.2007,0;-3.987,5.3932,0;1.8077,6.595,0;-.1069,3.9525,0;-2.2532,7.1537,0;

Duplicates DB12720

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12720.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12720.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12720.sdf

Formula	C₂₁H₂₂FN₃O₅
MW	415.42
InChIKey	VYFGDLGHHBUDTQ-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	2.2
logP	1.6703
PSA	110.11
MR	109.029
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-155.99881
PM7_Total_Energy_ev	-5375.37485
PM7_Electronic_Energy_ev	-44086.50622
PM7_Dipole_Debye	7.19249
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.22
PM7_LUMO_Energy_ev	-1.621
PM7_COSMO_Area_square_ang	398.42
PM7_COSMO_Volue_cubic_ang	475.73
PM7_Electron_Affinity_ev	1.621
PM7_Ionization_Energy_ev	9.22
PM7_Energy_Gap_ev	7.599
PM7_Global_Hardness_ev	3.7995
PM7_Global_Softness_ev	0.26319252533228055
PM7_Chemical_Potential_ev	-5.4205
PM7_Electronigativity_ev	5.4205
PM7_Back_Donation_Energy_ev	-0.949875
PM7_Electrophilicity_ev	3.8665377352283197
OPENEYE_Name	(5~{R})-~{N}-[(2~{S},3~{S})-2-(fluoromethyl)-2-hydroxy-5-oxo-tetrahydrofuran-3-yl]-5-isopropyl-3-(1-isoquinolyl)-4~{H}-isoxazole-5-carboxamide
SMILES	c1ccc2c(c1)ccnc2C3=NOC(C3)(C(=O)NC4CC(=O)OC4(CF)O)C(C)C
Canonical_SMILES	FC[C@@]1(O)OC(=O)C[C@@H]1NC(=O)[C@]1(ON=C(C1)c1nccc2c1cccc2)C(C)C
InChI	1/C21H22FN3O5/c1-12(2)20(19(27)24-16-9-17(26)29-21(16,28)11-22)10-15(25-30-20)18-14-6-4-3-5-13(14)7-8-23-18/h3-8,12,16,28H,9-11H2,1-2H3,(H,24,27)/f/h24H
InChI_3D	1S/C21H22FN3O5/c1-12(2)20(19(27)24-16-9-17(26)29-21(16,28)11-22)10-15(25-30-20)18-14-6-4-3-5-13(14)7-8-23-18/h3-8,12,16,28H,9-11H2,1-2H3,(H,24,27)/t16-,20+,21+/m0/s1
AuxInfo	1/1/N:18,19,1,2,3,4,5,6,14,13,20,21,7,8,10,15,11,9,12,16,17,30,22,24,23,25,26,29,27,28/E:(1,2)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;d3s5;d4s7;s8;s9;;;s10;s11;s14;s12s13;s15;;;s17;s16s18s19;s6d9;d10;s12s15;d11;d12;s11s17;s16s23;s17;s20;s1;s2;s3;s4;s5;s6;s13;s13;s14;s14;s15;s18;s18;s18;s19;s19;s19;s20;s20;s21;s24;s29;/rC:;0,1.0089,0;.8707,-.4993,0;.8707,1.5185,0;2.6039,-.5053,0;3.4805,-.0073,0;1.7371,0,0;1.7414,1.0089,0;2.6125,1.5125,0;2.6176,3.2625,0;-3.0563,3.5965,0;.4106,5.17,0;1.8084,3.8525,0;-2.0774,3.8003,0;-1.9712,4.7962,0;2.1215,4.8022,0;-2.8846,5.2071,0;3.2994,6.4377,0;2.4097,7.537,0;-3.6921,5.797,0;2.3049,6.5425,0;3.4848,1.0014,0;3.4303,3.8479,0;-.2603,4.4284,0;-3.464,2.6834,0;.1038,6.1217,0;-3.5582,4.4619,0;3.1219,4.8039,0;-2.0047,6.7198,0;-4.4996,6.3869,0;-.4326,-.2506,0;-.4338,1.2576,0;.8712,-.9993,0;.8707,2.0185,0;2.6011,-1.0053,0;3.9121,-.2597,0;1.5573,3.4202,0;1.3523,4.0575,0;-1.5774,3.7991,0;-2.0267,3.3029,0;-1.8152,5.2712,0;3.3518,6.935,0;3.247,5.9405,0;3.7966,6.3853,0;1.9125,7.5894,0;2.907,7.4846,0;2.4621,8.0343,0;-3.3971,6.2007,0;-3.987,5.3932,0;1.8077,6.595,0;-.1069,3.9525,0;-2.2532,7.1537,0;
Duplicates	DB12720
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12720.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12720.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12720.sdf