CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198288_s0 (2541201)

Formula C₂₁H₂₀F₂N₂O₃

MW 386.4

InChIKey QBZIDOQSMDBJOR-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 2

Number_Bonds 49

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 4.84

logP 5.17618

PSA 82.35

MR 102.288

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -157.77049

PM7_Total_Energy_ev -5038.62249

PM7_Electronic_Energy_ev -38443.66838

PM7_Dipole_Debye 3.27964

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.059

PM7_LUMO_Energy_ev -0.928

PM7_COSMO_Area_square_ang 391.27

PM7_COSMO_Volue_cubic_ang 452.71

PM7_Electron_Affinity_ev 0.928

PM7_Ionization_Energy_ev 9.059

PM7_Energy_Gap_ev 8.131

PM7_Global_Hardness_ev 4.0655

PM7_Global_Softness_ev 0.24597220514081908

PM7_Chemical_Potential_ev -4.9935

PM7_Electronigativity_ev 4.9935

PM7_Back_Donation_Energy_ev -1.016375

PM7_Electrophilicity_ev 3.0666636637559956

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

SMILES C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2ccccc2F)OC(C)CC

Canonical_SMILES CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1ccccc1F)F)C

InChI 1/C21H20F2N2O3/c1-4-12(2)28-20-10-19(25-21(27)16(11-24)13(3)26)18(23)9-15(20)14-7-5-6-8-17(14)22/h5-10,12,26H,4H2,1-3H3,(H,25,27)/f/h25H

InChI_3D 1S/C21H20F2N2O3/c1-4-12(2)28-20-10-19(25-21(27)16(11-24)13(3)26)18(23)9-15(20)14-7-5-6-8-17(14)22/h5-10,12,26H,4H2,1-3H3,(H,25,27)/b16-13-/t12-/m1/s1

AuxInfo 1/1/N:18,19,17,20,2,3,4,5,6,7,1,21,15,8,9,14,12,13,10,11,16,27,28,22,23,25,24,26/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCNNOOOFFHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;;;d4;d6s8;s7;d7s9;d5s8;s6d10;s1;w14;s14;s15;;;s18;s19s20;t1;s10s16;d16;s15;s11s21;s12;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s23;s25;/rC:6.0704,4.5013,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;2.6048,1.4962,0;2.6047,3.5014,0;.8675,1.5027,0;1.735,2.0001,0;3.4745,2.9975,0;1.7394,3.0002,0;0,2.0104,0;3.4789,1.9924,0;5.2037,5,0;5.2022,6,0;4.3384,4.4987,0;6.0675,6.5013,0;-1.1244,4.5045,0;.8771,5.5015,0;-.1244,4.503,0;.8756,4.5015,0;6.9372,4.0025,0;4.3398,3.4987,0;3.4716,4.9975,0;4.3355,6.4987,0;.8741,3.5015,0;0,3.0104,0;4.3442,1.4911,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;2.6025,.9962,0;2.6048,4.0014,0;6.3181,6.0686,0;5.8169,6.9339,0;6.5002,6.7519,0;-1.1236,5.0045,0;-1.1251,4.0045,0;-1.6244,4.5052,0;.3771,5.5022,0;1.3771,5.5007,0;.8779,6.0015,0;-.1236,5.003,0;-.1251,4.003,0;1.3756,4.5007,0;4.7732,3.2494,0;3.9028,6.2481,0;

Duplicates CHEMBL5198288_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198288_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198288_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198288_s0.sdf

Formula	C₂₁H₂₀F₂N₂O₃
MW	386.4
InChIKey	QBZIDOQSMDBJOR-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	2
Number_Bonds	49
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	4.84
logP	5.17618
PSA	82.35
MR	102.288
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-157.77049
PM7_Total_Energy_ev	-5038.62249
PM7_Electronic_Energy_ev	-38443.66838
PM7_Dipole_Debye	3.27964
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.059
PM7_LUMO_Energy_ev	-0.928
PM7_COSMO_Area_square_ang	391.27
PM7_COSMO_Volue_cubic_ang	452.71
PM7_Electron_Affinity_ev	0.928
PM7_Ionization_Energy_ev	9.059
PM7_Energy_Gap_ev	8.131
PM7_Global_Hardness_ev	4.0655
PM7_Global_Softness_ev	0.24597220514081908
PM7_Chemical_Potential_ev	-4.9935
PM7_Electronigativity_ev	4.9935
PM7_Back_Donation_Energy_ev	-1.016375
PM7_Electrophilicity_ev	3.0666636637559956
OPENEYE_Name	(~{Z})-2-cyano-~{N}-[2-fluoro-4-(2-fluorophenyl)-5-[(1~{R})-1-methylpropoxy]phenyl]-3-hydroxy-but-2-enamide
SMILES	C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2ccccc2F)OC(C)CC
Canonical_SMILES	CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1ccccc1F)F)C
InChI	1/C21H20F2N2O3/c1-4-12(2)28-20-10-19(25-21(27)16(11-24)13(3)26)18(23)9-15(20)14-7-5-6-8-17(14)22/h5-10,12,26H,4H2,1-3H3,(H,25,27)/f/h25H
InChI_3D	1S/C21H20F2N2O3/c1-4-12(2)28-20-10-19(25-21(27)16(11-24)13(3)26)18(23)9-15(20)14-7-5-6-8-17(14)22/h5-10,12,26H,4H2,1-3H3,(H,25,27)/b16-13-/t12-/m1/s1
AuxInfo	1/1/N:18,19,17,20,2,3,4,5,6,7,1,21,15,8,9,14,12,13,10,11,16,27,28,22,23,25,24,26/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCCNNOOOFFHHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;;;d4;d6s8;s7;d7s9;d5s8;s6d10;s1;w14;s14;s15;;;s18;s19s20;t1;s10s16;d16;s15;s11s21;s12;s13;s2;s3;s4;s5;s6;s7;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s23;s25;/rC:6.0704,4.5013,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;2.6048,1.4962,0;2.6047,3.5014,0;.8675,1.5027,0;1.735,2.0001,0;3.4745,2.9975,0;1.7394,3.0002,0;0,2.0104,0;3.4789,1.9924,0;5.2037,5,0;5.2022,6,0;4.3384,4.4987,0;6.0675,6.5013,0;-1.1244,4.5045,0;.8771,5.5015,0;-.1244,4.503,0;.8756,4.5015,0;6.9372,4.0025,0;4.3398,3.4987,0;3.4716,4.9975,0;4.3355,6.4987,0;.8741,3.5015,0;0,3.0104,0;4.3442,1.4911,0;0,-.5,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;2.6025,.9962,0;2.6048,4.0014,0;6.3181,6.0686,0;5.8169,6.9339,0;6.5002,6.7519,0;-1.1236,5.0045,0;-1.1251,4.0045,0;-1.6244,4.5052,0;.3771,5.5022,0;1.3771,5.5007,0;.8779,6.0015,0;-.1236,5.003,0;-.1251,4.003,0;1.3756,4.5007,0;4.7732,3.2494,0;3.9028,6.2481,0;
Duplicates	CHEMBL5198288_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198288_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198288_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198250-0005198499/CHEMBL5198288_s0.sdf