CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08930 (8548)

Formula C₂₀H₁₉F₂N₃O₅

MW 419.39

InChIKey RHWKPHLQXYSBKR-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.63

logP 1.6816

PSA 100.87

MR 104.477

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -235.08465

PM7_Total_Energy_ev -5679.10559

PM7_Electronic_Energy_ev -43375.72388

PM7_Dipole_Debye 9.85407

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.045

PM7_LUMO_Energy_ev -1.037

PM7_COSMO_Area_square_ang 391.1

PM7_COSMO_Volue_cubic_ang 448.74

PM7_Electron_Affinity_ev 1.037

PM7_Ionization_Energy_ev 9.045

PM7_Energy_Gap_ev 8.008

PM7_Global_Hardness_ev 4.004

PM7_Global_Softness_ev 0.24975024975024976

PM7_Chemical_Potential_ev -5.041

PM7_Electronigativity_ev 5.041

PM7_Back_Donation_Energy_ev -1.001

PM7_Electrophilicity_ev 3.173286838161838

OPENEYE_Name (3~{S},7~{R})-~{N}-[(2,4-difluorophenyl)methyl]-11-hydroxy-7-methyl-9,12-dioxo-4-oxa-1,8-diazatricyclo[8.4.0.0^{3,8}]tetradeca-10,13-diene-13-carboxamide

SMILES c1cc(cc(c1CNC(=O)c2cn3c(c(c2=O)O)C(=O)N4C(CCOC4C3)C)F)F

Canonical_SMILES Fc1ccc(c(c1)F)CNC(=O)c1cn2C[C@@H]3OCC[C@H](N3C(=O)c2c(c1=O)O)C

InChI 1/C20H19F2N3O5/c1-10-4-5-30-15-9-24-8-13(17(26)18(27)16(24)20(29)25(10)15)19(28)23-7-11-2-3-12(21)6-14(11)22/h2-3,6,8,10,15,27H,4-5,7,9H2,1H3,(H,23,28)/f/h23H

InChI_3D 1S/C20H19F2N3O5/c1-10-4-5-30-15-9-24-8-13(17(26)18(27)16(24)20(29)25(10)15)19(28)23-7-11-2-3-12(21)6-14(11)22/h2-3,6,8,10,15,27H,4-5,7,9H2,1H3,(H,23,28)/t10-,15+/m1/s1

AuxInfo 1/1/N:19,1,2,14,16,3,20,7,15,17,4,5,8,6,18,9,11,10,13,12,29,30,23,21,22,24,28,26,25,27/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;d7;;d9;s8s10;s9;s8;;;s14;s14;s15;s17;s4;s7s9s15;s12s17s18;s13s20;d11;d12;d13;s16s18;s10;s5;s6;s1;s2;s3;s7;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s23;s28;/rC:-3.4643,-3.0054,0;-4.3296,-3.5066,0;-3.4643,-5.0105,0;-2.5945,-3.5093,0;-4.3341,-4.5066,0;-2.5901,-4.5144,0;.8679,-1.5034,0;0,-1.0056,0;1.7358,0,0;.8679,.5078,0;;2.6012,.5067,0;-.8653,-1.5068,0;5.2154,.0028,0;2.6038,-1.5045,0;5.2158,-1.0053,0;4.3415,.5093,0;3.4738,-1.0059,0;3.6965,1.2735,0;-1.7292,-3.0081,0;1.7371,-1.0056,0;3.4735,.0022,0;-.8639,-2.5068,0;-.8675,.4975,0;2.5985,1.5067,0;-1.732,-1.0081,0;4.3422,-1.5069,0;.8679,1.5078,0;-5.2016,-5.004,0;-1.7249,-5.0157,0;-3.4642,-2.5054,0;-4.7623,-3.2559,0;-3.4666,-5.5105,0;.8677,-2.0034,0;5.3869,.4725,0;5.7078,-.0842,0;2.9245,-1.8881,0;2.2823,-1.8875,0;5.7083,-.9187,0;5.3861,-1.4754,0;4.6627,.8925,0;3.0411,-.7553,0;3.3144,.951,0;4.0786,1.596,0;3.374,1.6556,0;-1.9798,-2.5754,0;-1.4786,-3.4407,0;-.4305,-2.7562,0;.4349,1.7578,0;

Duplicates DB08930

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08930.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08930.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08930.sdf

Formula	C₂₀H₁₉F₂N₃O₅
MW	419.39
InChIKey	RHWKPHLQXYSBKR-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.63
logP	1.6816
PSA	100.87
MR	104.477
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-235.08465
PM7_Total_Energy_ev	-5679.10559
PM7_Electronic_Energy_ev	-43375.72388
PM7_Dipole_Debye	9.85407
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.045
PM7_LUMO_Energy_ev	-1.037
PM7_COSMO_Area_square_ang	391.1
PM7_COSMO_Volue_cubic_ang	448.74
PM7_Electron_Affinity_ev	1.037
PM7_Ionization_Energy_ev	9.045
PM7_Energy_Gap_ev	8.008
PM7_Global_Hardness_ev	4.004
PM7_Global_Softness_ev	0.24975024975024976
PM7_Chemical_Potential_ev	-5.041
PM7_Electronigativity_ev	5.041
PM7_Back_Donation_Energy_ev	-1.001
PM7_Electrophilicity_ev	3.173286838161838
OPENEYE_Name	(3~{S},7~{R})-~{N}-[(2,4-difluorophenyl)methyl]-11-hydroxy-7-methyl-9,12-dioxo-4-oxa-1,8-diazatricyclo[8.4.0.0^{3,8}]tetradeca-10,13-diene-13-carboxamide
SMILES	c1cc(cc(c1CNC(=O)c2cn3c(c(c2=O)O)C(=O)N4C(CCOC4C3)C)F)F
Canonical_SMILES	Fc1ccc(c(c1)F)CNC(=O)c1cn2C[C@@H]3OCC[C@H](N3C(=O)c2c(c1=O)O)C
InChI	1/C20H19F2N3O5/c1-10-4-5-30-15-9-24-8-13(17(26)18(27)16(24)20(29)25(10)15)19(28)23-7-11-2-3-12(21)6-14(11)22/h2-3,6,8,10,15,27H,4-5,7,9H2,1H3,(H,23,28)/f/h23H
InChI_3D	1S/C20H19F2N3O5/c1-10-4-5-30-15-9-24-8-13(17(26)18(27)16(24)20(29)25(10)15)19(28)23-7-11-2-3-12(21)6-14(11)22/h2-3,6,8,10,15,27H,4-5,7,9H2,1H3,(H,23,28)/t10-,15+/m1/s1
AuxInfo	1/1/N:19,1,2,14,16,3,20,7,15,17,4,5,8,6,18,9,11,10,13,12,29,30,23,21,22,24,28,26,25,27/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;s2d3;s3d4;;d7;;d9;s8s10;s9;s8;;;s14;s14;s15;s17;s4;s7s9s15;s12s17s18;s13s20;d11;d12;d13;s16s18;s10;s5;s6;s1;s2;s3;s7;s14;s14;s15;s15;s16;s16;s17;s18;s19;s19;s19;s20;s20;s23;s28;/rC:-3.4643,-3.0054,0;-4.3296,-3.5066,0;-3.4643,-5.0105,0;-2.5945,-3.5093,0;-4.3341,-4.5066,0;-2.5901,-4.5144,0;.8679,-1.5034,0;0,-1.0056,0;1.7358,0,0;.8679,.5078,0;;2.6012,.5067,0;-.8653,-1.5068,0;5.2154,.0028,0;2.6038,-1.5045,0;5.2158,-1.0053,0;4.3415,.5093,0;3.4738,-1.0059,0;3.6965,1.2735,0;-1.7292,-3.0081,0;1.7371,-1.0056,0;3.4735,.0022,0;-.8639,-2.5068,0;-.8675,.4975,0;2.5985,1.5067,0;-1.732,-1.0081,0;4.3422,-1.5069,0;.8679,1.5078,0;-5.2016,-5.004,0;-1.7249,-5.0157,0;-3.4642,-2.5054,0;-4.7623,-3.2559,0;-3.4666,-5.5105,0;.8677,-2.0034,0;5.3869,.4725,0;5.7078,-.0842,0;2.9245,-1.8881,0;2.2823,-1.8875,0;5.7083,-.9187,0;5.3861,-1.4754,0;4.6627,.8925,0;3.0411,-.7553,0;3.3144,.951,0;4.0786,1.596,0;3.374,1.6556,0;-1.9798,-2.5754,0;-1.4786,-3.4407,0;-.4305,-2.7562,0;.4349,1.7578,0;
Duplicates	DB08930
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08930.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08930.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008750-0000008999/DB08930.sdf