CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186097_s0 (2527926)

Formula C₂₂H₂₃FN₂O₃

MW 382.44

InChIKey ZYJNQNWVMKAXFD-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 5

logP 5.34548

PSA 82.35

MR 107.296

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -120.74335

PM7_Total_Energy_ev -4736.54625

PM7_Electronic_Energy_ev -38145.41648

PM7_Dipole_Debye 3.02863

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.03

PM7_LUMO_Energy_ev -0.881

PM7_COSMO_Area_square_ang 397.34

PM7_COSMO_Volue_cubic_ang 461.57

PM7_Electron_Affinity_ev 0.881

PM7_Ionization_Energy_ev 9.03

PM7_Energy_Gap_ev 8.149

PM7_Global_Hardness_ev 4.0745

PM7_Global_Softness_ev 0.24542888697999754

PM7_Chemical_Potential_ev -4.9555

PM7_Electronigativity_ev 4.9555

PM7_Back_Donation_Energy_ev -1.018625

PM7_Electrophilicity_ev 3.013496165173641

OPENEYE_Name (~{Z})-2-cyano-~{N}-[2-fluoro-5-[(1~{R})-1-methylpropoxy]-4-(o-tolyl)phenyl]-3-hydroxy-but-2-enamide

SMILES C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2ccccc2C)OC(C)CC

Canonical_SMILES CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1ccccc1C)F)C

InChI 1/C22H23FN2O3/c1-5-14(3)28-21-11-20(25-22(27)18(12-24)15(4)26)19(23)10-17(21)16-9-7-6-8-13(16)2/h6-11,14,26H,5H2,1-4H3,(H,25,27)/f/h25H

InChI_3D 1S/C22H23FN2O3/c1-5-14(3)28-21-11-20(25-22(27)18(12-24)15(4)26)19(23)10-17(21)16-9-7-6-8-13(16)2/h6-11,14,26H,5H2,1-4H3,(H,25,27)/b18-15-/t14-/m1/s1

AuxInfo 1/1/N:19,17,20,18,21,3,2,5,4,6,7,1,10,22,15,8,9,14,13,11,12,16,28,23,24,26,25,27/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;;;d4;d6s8;d5s8;s7;d7s9;s6d11;s1;w14;s14;s10;s15;;;s19;s20s21;t1;s11s16;d16;s15;s12s22;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s24;s26;/rC:6.0834,4.4786,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.7394,3.0053,0;3.47,1.9925,0;.8675,1.5027,0;1.735,2.0001,0;0,2.0104,0;3.4744,2.9977,0;2.6003,1.4988,0;2.6091,3.5092,0;5.2211,4.9849,0;5.2285,5.9849,0;4.3514,4.4913,0;0,3.0104,0;4.3661,6.4912,0;2.4488,-2.4826,0;3.9602,.1089,0;2.9526,-1.6188,0;3.4564,-.755,0;6.9458,3.9722,0;4.3441,3.4913,0;3.4891,4.9976,0;6.0981,6.4785,0;2.5926,-.2512,0;2.6135,4.5092,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3068,3.256,0;3.9015,1.74,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;4.113,6.0601,0;4.6193,6.9224,0;3.935,6.7444,0;2.8807,-2.7345,0;2.0169,-2.2307,0;2.1969,-2.9145,0;4.3921,-.143,0;3.5283,.3608,0;4.2121,.5408,0;3.3845,-1.8707,0;2.5207,-1.3669,0;3.8883,-1.0069,0;4.7752,3.2381,0;6.5293,6.2253,0;

Duplicates CHEMBL5186097_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186097_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186097_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186097_s0.sdf

Formula	C₂₂H₂₃FN₂O₃
MW	382.44
InChIKey	ZYJNQNWVMKAXFD-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	5
logP	5.34548
PSA	82.35
MR	107.296
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-120.74335
PM7_Total_Energy_ev	-4736.54625
PM7_Electronic_Energy_ev	-38145.41648
PM7_Dipole_Debye	3.02863
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.03
PM7_LUMO_Energy_ev	-0.881
PM7_COSMO_Area_square_ang	397.34
PM7_COSMO_Volue_cubic_ang	461.57
PM7_Electron_Affinity_ev	0.881
PM7_Ionization_Energy_ev	9.03
PM7_Energy_Gap_ev	8.149
PM7_Global_Hardness_ev	4.0745
PM7_Global_Softness_ev	0.24542888697999754
PM7_Chemical_Potential_ev	-4.9555
PM7_Electronigativity_ev	4.9555
PM7_Back_Donation_Energy_ev	-1.018625
PM7_Electrophilicity_ev	3.013496165173641
OPENEYE_Name	(~{Z})-2-cyano-~{N}-[2-fluoro-5-[(1~{R})-1-methylpropoxy]-4-(o-tolyl)phenyl]-3-hydroxy-but-2-enamide
SMILES	C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2ccccc2C)OC(C)CC
Canonical_SMILES	CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1ccccc1C)F)C
InChI	1/C22H23FN2O3/c1-5-14(3)28-21-11-20(25-22(27)18(12-24)15(4)26)19(23)10-17(21)16-9-7-6-8-13(16)2/h6-11,14,26H,5H2,1-4H3,(H,25,27)/f/h25H
InChI_3D	1S/C22H23FN2O3/c1-5-14(3)28-21-11-20(25-22(27)18(12-24)15(4)26)19(23)10-17(21)16-9-7-6-8-13(16)2/h6-11,14,26H,5H2,1-4H3,(H,25,27)/b18-15-/t14-/m1/s1
AuxInfo	1/1/N:19,17,20,18,21,3,2,5,4,6,7,1,10,22,15,8,9,14,13,11,12,16,28,23,24,26,25,27/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOFHHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;;;d4;d6s8;d5s8;s7;d7s9;s6d11;s1;w14;s14;s10;s15;;;s19;s20s21;t1;s11s16;d16;s15;s12s22;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s24;s26;/rC:6.0834,4.4786,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.7394,3.0053,0;3.47,1.9925,0;.8675,1.5027,0;1.735,2.0001,0;0,2.0104,0;3.4744,2.9977,0;2.6003,1.4988,0;2.6091,3.5092,0;5.2211,4.9849,0;5.2285,5.9849,0;4.3514,4.4913,0;0,3.0104,0;4.3661,6.4912,0;2.4488,-2.4826,0;3.9602,.1089,0;2.9526,-1.6188,0;3.4564,-.755,0;6.9458,3.9722,0;4.3441,3.4913,0;3.4891,4.9976,0;6.0981,6.4785,0;2.5926,-.2512,0;2.6135,4.5092,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3068,3.256,0;3.9015,1.74,0;-.5,3.0104,0;.5,3.0104,0;0,3.5104,0;4.113,6.0601,0;4.6193,6.9224,0;3.935,6.7444,0;2.8807,-2.7345,0;2.0169,-2.2307,0;2.1969,-2.9145,0;4.3921,-.143,0;3.5283,.3608,0;4.2121,.5408,0;3.3845,-1.8707,0;2.5207,-1.3669,0;3.8883,-1.0069,0;4.7752,3.2381,0;6.5293,6.2253,0;
Duplicates	CHEMBL5186097_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186097_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186097_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186000-0005186249/CHEMBL5186097_s0.sdf