CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197071 (2539919)

Formula C₂₀H₁₉FN₂O₄

MW 370.38

InChIKey GEGMTKJNNUFCIB-MPIMZMORNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 46

Number_Heavy_Atoms 27

Number_Rings 2

Number_Bonds 47

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.53

logP 4.26708

PSA 91.58

MR 99.2075

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -136.54161

PM7_Total_Energy_ev -4731.34908

PM7_Electronic_Energy_ev -34851.13937

PM7_Dipole_Debye 3.39295

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.814

PM7_LUMO_Energy_ev -0.891

PM7_COSMO_Area_square_ang 391.06

PM7_COSMO_Volue_cubic_ang 428.83

PM7_Electron_Affinity_ev 0.891

PM7_Ionization_Energy_ev 8.814

PM7_Energy_Gap_ev 7.923

PM7_Global_Hardness_ev 3.9615

PM7_Global_Softness_ev 0.25242963523917705

PM7_Chemical_Potential_ev -4.8525

PM7_Electronigativity_ev 4.8525

PM7_Back_Donation_Energy_ev -0.990375

PM7_Electrophilicity_ev 2.9719495456266567

OPENEYE_Name (~{Z})-2-cyano-~{N}-[5-ethoxy-2-fluoro-4-(3-methoxyphenyl)phenyl]-3-hydroxy-but-2-enamide

SMILES C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cccc(c2)OC)OCC

Canonical_SMILES CCOc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cccc(c1)OC)F

InChI 1/C20H19FN2O4/c1-4-27-19-10-18(23-20(25)16(11-22)12(2)24)17(21)9-15(19)13-6-5-7-14(8-13)26-3/h5-10,24H,4H2,1-3H3,(H,23,25)/f/h23H

InChI_3D 1S/C20H19FN2O4/c1-4-27-19-10-18(23-20(25)16(11-22)12(2)24)17(21)9-15(19)13-6-5-7-14(8-13)26-3/h5-10,24H,4H2,1-3H3,(H,23,25)/b16-12-

AuxInfo 1/1/N:18,17,19,20,2,3,4,5,6,7,1,15,8,11,9,14,13,10,12,16,27,21,22,24,23,25,26/F:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;s3d5;d6s8;s7;d4s5;d7s9;s6d10;s1;w14;s14;s15;;;s18;t1;s10s16;d16;s15;s11s19;s12s20;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s22;s24;/rC:6.932,-1.029,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;1.7328,-1.0038,0;3.4768,-.0036,0;6.063,-1.5239,0;6.0572,-2.5239,0;5.1999,-1.0189,0;5.1882,-3.0188,0;.8595,-3.5013,0;-.866,3.5104,0;.8624,-2.5013,0;7.8009,-.5341,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9203,-3.029,0;0,3.0104,0;.8653,-1.5013,0;4.3442,.4938,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6048,.9963,0;2.5938,-2.0088,0;5.4357,-3.4533,0;4.9408,-2.5844,0;4.7538,-3.2663,0;1.3595,-3.5027,0;.3595,-3.4998,0;.8581,-4.0013,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;.3624,-2.4998,0;1.3624,-2.5027,0;4.3281,-2.0138,0;7.3547,-2.7815,0;

Duplicates CHEMBL5197071

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197071.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197071.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197071.sdf

Formula	C₂₀H₁₉FN₂O₄
MW	370.38
InChIKey	GEGMTKJNNUFCIB-MPIMZMORNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	46
Number_Heavy_Atoms	27
Number_Rings	2
Number_Bonds	47
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.53
logP	4.26708
PSA	91.58
MR	99.2075
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-136.54161
PM7_Total_Energy_ev	-4731.34908
PM7_Electronic_Energy_ev	-34851.13937
PM7_Dipole_Debye	3.39295
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.814
PM7_LUMO_Energy_ev	-0.891
PM7_COSMO_Area_square_ang	391.06
PM7_COSMO_Volue_cubic_ang	428.83
PM7_Electron_Affinity_ev	0.891
PM7_Ionization_Energy_ev	8.814
PM7_Energy_Gap_ev	7.923
PM7_Global_Hardness_ev	3.9615
PM7_Global_Softness_ev	0.25242963523917705
PM7_Chemical_Potential_ev	-4.8525
PM7_Electronigativity_ev	4.8525
PM7_Back_Donation_Energy_ev	-0.990375
PM7_Electrophilicity_ev	2.9719495456266567
OPENEYE_Name	(~{Z})-2-cyano-~{N}-[5-ethoxy-2-fluoro-4-(3-methoxyphenyl)phenyl]-3-hydroxy-but-2-enamide
SMILES	C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cccc(c2)OC)OCC
Canonical_SMILES	CCOc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cccc(c1)OC)F
InChI	1/C20H19FN2O4/c1-4-27-19-10-18(23-20(25)16(11-22)12(2)24)17(21)9-15(19)13-6-5-7-14(8-13)26-3/h5-10,24H,4H2,1-3H3,(H,23,25)/f/h23H
InChI_3D	1S/C20H19FN2O4/c1-4-27-19-10-18(23-20(25)16(11-22)12(2)24)17(21)9-15(19)13-6-5-7-14(8-13)26-3/h5-10,24H,4H2,1-3H3,(H,23,25)/b16-12-
AuxInfo	1/1/N:18,17,19,20,2,3,4,5,6,7,1,15,8,11,9,14,13,10,12,16,27,21,22,24,23,25,26/F:m/rA:46nCCCCCCCCCCCCCCCCCCCCNNOOOOFHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;;;;s3d5;d6s8;s7;d4s5;d7s9;s6d10;s1;w14;s14;s15;;;s18;t1;s10s16;d16;s15;s11s19;s12s20;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s22;s24;/rC:6.932,-1.029,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;2.6048,.4963,0;2.5959,-1.5088,0;.8675,.4975,0;1.7328,-.0038,0;3.4679,-1.0087,0;0,2.0104,0;1.7328,-1.0038,0;3.4768,-.0036,0;6.063,-1.5239,0;6.0572,-2.5239,0;5.1999,-1.0189,0;5.1882,-3.0188,0;.8595,-3.5013,0;-.866,3.5104,0;.8624,-2.5013,0;7.8009,-.5341,0;4.331,-1.5138,0;5.2058,-.0189,0;6.9203,-3.029,0;0,3.0104,0;.8653,-1.5013,0;4.3442,.4938,0;-1.3001,.2469,0;0,-.5,0;-1.3012,1.7514,0;1.3012,1.7514,0;2.6048,.9963,0;2.5938,-2.0088,0;5.4357,-3.4533,0;4.9408,-2.5844,0;4.7538,-3.2663,0;1.3595,-3.5027,0;.3595,-3.4998,0;.8581,-4.0013,0;-1.116,3.0774,0;-1.299,3.7604,0;-.616,3.9434,0;.3624,-2.4998,0;1.3624,-2.5027,0;4.3281,-2.0138,0;7.3547,-2.7815,0;
Duplicates	CHEMBL5197071
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197071.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197071.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197000-0005197249/CHEMBL5197071.sdf