CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191583 (2533923)

Formula C₂₀H₁₆ClF₂N₃O₃

MW 419.82

InChIKey DSRNQXXNCQBFOK-XBXBPLPCNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 48

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.46

logP 4.3777

PSA 76.39

MR 106.373

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -94.30402

PM7_Total_Energy_ev -5312.65241

PM7_Electronic_Energy_ev -40315.74841

PM7_Dipole_Debye 4.61962

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.881

PM7_LUMO_Energy_ev -1.045

PM7_COSMO_Area_square_ang 390.01

PM7_COSMO_Volue_cubic_ang 448.57

PM7_Electron_Affinity_ev 1.045

PM7_Ionization_Energy_ev 8.881

PM7_Energy_Gap_ev 7.836

PM7_Global_Hardness_ev 3.918

PM7_Global_Softness_ev 0.2552322613578356

PM7_Chemical_Potential_ev -4.963

PM7_Electronigativity_ev 4.963

PM7_Back_Donation_Energy_ev -0.9795

PM7_Electrophilicity_ev 3.143360005104645

OPENEYE_Name (3~{S},4~{R})-3-[[5-(4-chlorophenyl)isoxazol-3-yl]amino]-4-(2,6-difluoro-4-methoxy-phenyl)pyrrolidin-2-one

SMILES c1cc(ccc1c2cc(no2)NC3C(=O)NCC3c4c(cc(cc4F)OC)F)Cl

Canonical_SMILES COc1cc(F)c(c(c1)F)[C@@H]1CNC(=O)[C@H]1Nc1noc(c1)c1ccc(cc1)Cl

InChI 1/C20H16ClF2N3O3/c1-28-12-6-14(22)18(15(23)7-12)13-9-24-20(27)19(13)25-17-8-16(29-26-17)10-2-4-11(21)5-3-10/h2-8,13,19H,9H2,1H3,(H,24,27)(H,25,26)/f/h24-25H

InChI_3D 1S/C20H16ClF2N3O3/c1-28-12-6-14(22)18(15(23)7-12)13-9-24-20(27)19(13)25-17-8-16(29-26-17)10-2-4-11(21)5-3-10/h2-8,13,19H,9H2,1H3,(H,24,27)(H,25,26)/t13-,19-/m0/s1

AuxInfo 1/1/N:20,1,2,3,4,5,6,7,17,8,13,10,18,11,12,14,15,9,19,16,29,27,28,22,23,21,24,26,25/E:(2,3)(4,5)(6,7)(14,15)(22,23)/F:m/E:m/rA:45cCCCCCCCCCCCCCCCCCCCCNNNOOOFFClHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;;d5s6;s5d9;d6s9;s3d4;d7s8;s7;;;s9s17;s16s18;;d15;s16s17;s15s19;d16;s14s21;s10s20;s11;s12;s13;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s19;s20;s20;s20;s22;s23;/rC:-1.9986,.5888,0;-1.4632,2.2391,0;-2.9548,.899,0;-2.4193,2.5493,0;3.4994,-4.9911,0;1.8018,-4.632,0;;-1.2577,1.2604,0;2.9614,-3.3415,0;2.5495,-5.3038,0;3.7091,-4.0133,0;2.004,-3.6474,0;-3.1699,1.8809,0;-.3065,.9518,0;1.0015,0,0;4.2808,-.3227,0;4.2803,-1.9425,0;3.3286,-1.6304,0;3.3289,-.6289,0;3.0888,-6.9498,0;1.3133,.9518,0;4.8714,-1.1302,0;1.5883,-.8097,0;4.5898,.6284,0;.5008,1.5426,0;2.344,-6.2825,0;4.6603,-3.7047,0;1.2602,-2.979,0;-4.1211,2.1895,0;-1.8938,.0999,0;-1.0912,2.5733,0;-3.3252,.5632,0;-2.522,3.0387,0;3.8713,-5.3253,0;1.3269,-4.7884,0;-.2944,-.4041,0;4.713,-2.1931,0;4.076,-2.3989,0;2.8314,-1.5776,0;3.226,-.1396,0;3.4224,-6.5774,0;2.7551,-7.3222,0;3.4612,-7.2834,0;5.3714,-1.1296,0;1.3844,-1.2663,0;

Duplicates CHEMBL5191583

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191583.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191583.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191583.sdf

Formula	C₂₀H₁₆ClF₂N₃O₃
MW	419.82
InChIKey	DSRNQXXNCQBFOK-XBXBPLPCNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	48
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.46
logP	4.3777
PSA	76.39
MR	106.373
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-94.30402
PM7_Total_Energy_ev	-5312.65241
PM7_Electronic_Energy_ev	-40315.74841
PM7_Dipole_Debye	4.61962
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.881
PM7_LUMO_Energy_ev	-1.045
PM7_COSMO_Area_square_ang	390.01
PM7_COSMO_Volue_cubic_ang	448.57
PM7_Electron_Affinity_ev	1.045
PM7_Ionization_Energy_ev	8.881
PM7_Energy_Gap_ev	7.836
PM7_Global_Hardness_ev	3.918
PM7_Global_Softness_ev	0.2552322613578356
PM7_Chemical_Potential_ev	-4.963
PM7_Electronigativity_ev	4.963
PM7_Back_Donation_Energy_ev	-0.9795
PM7_Electrophilicity_ev	3.143360005104645
OPENEYE_Name	(3~{S},4~{R})-3-[[5-(4-chlorophenyl)isoxazol-3-yl]amino]-4-(2,6-difluoro-4-methoxy-phenyl)pyrrolidin-2-one
SMILES	c1cc(ccc1c2cc(no2)NC3C(=O)NCC3c4c(cc(cc4F)OC)F)Cl
Canonical_SMILES	COc1cc(F)c(c(c1)F)[C@@H]1CNC(=O)[C@H]1Nc1noc(c1)c1ccc(cc1)Cl
InChI	1/C20H16ClF2N3O3/c1-28-12-6-14(22)18(15(23)7-12)13-9-24-20(27)19(13)25-17-8-16(29-26-17)10-2-4-11(21)5-3-10/h2-8,13,19H,9H2,1H3,(H,24,27)(H,25,26)/f/h24-25H
InChI_3D	1S/C20H16ClF2N3O3/c1-28-12-6-14(22)18(15(23)7-12)13-9-24-20(27)19(13)25-17-8-16(29-26-17)10-2-4-11(21)5-3-10/h2-8,13,19H,9H2,1H3,(H,24,27)(H,25,26)/t13-,19-/m0/s1
AuxInfo	1/1/N:20,1,2,3,4,5,6,7,17,8,13,10,18,11,12,14,15,9,19,16,29,27,28,22,23,21,24,26,25/E:(2,3)(4,5)(6,7)(14,15)(22,23)/F:m/E:m/rA:45cCCCCCCCCCCCCCCCCCCCCNNNOOOFFClHHHHHHHHHHHHHHHH/rB:;d1;s2;;;;s1d2;;d5s6;s5d9;d6s9;s3d4;d7s8;s7;;;s9s17;s16s18;;d15;s16s17;s15s19;d16;s14s21;s10s20;s11;s12;s13;s1;s2;s3;s4;s5;s6;s7;s17;s17;s18;s19;s20;s20;s20;s22;s23;/rC:-1.9986,.5888,0;-1.4632,2.2391,0;-2.9548,.899,0;-2.4193,2.5493,0;3.4994,-4.9911,0;1.8018,-4.632,0;;-1.2577,1.2604,0;2.9614,-3.3415,0;2.5495,-5.3038,0;3.7091,-4.0133,0;2.004,-3.6474,0;-3.1699,1.8809,0;-.3065,.9518,0;1.0015,0,0;4.2808,-.3227,0;4.2803,-1.9425,0;3.3286,-1.6304,0;3.3289,-.6289,0;3.0888,-6.9498,0;1.3133,.9518,0;4.8714,-1.1302,0;1.5883,-.8097,0;4.5898,.6284,0;.5008,1.5426,0;2.344,-6.2825,0;4.6603,-3.7047,0;1.2602,-2.979,0;-4.1211,2.1895,0;-1.8938,.0999,0;-1.0912,2.5733,0;-3.3252,.5632,0;-2.522,3.0387,0;3.8713,-5.3253,0;1.3269,-4.7884,0;-.2944,-.4041,0;4.713,-2.1931,0;4.076,-2.3989,0;2.8314,-1.5776,0;3.226,-.1396,0;3.4224,-6.5774,0;2.7551,-7.3222,0;3.4612,-7.2834,0;5.3714,-1.1296,0;1.3844,-1.2663,0;
Duplicates	CHEMBL5191583
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191583.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191583.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191583.sdf