CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189773_s0 (2531889)

Formula C₂₂H₂₂ClFN₂O₃

MW 416.88

InChIKey ZLRGOBAWIVOWFW-HXTKINSTNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 29

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 1

XLogP3 0

XLogP 5.61

logP 5.99888

PSA 82.35

MR 112.306

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -130.61562

PM7_Total_Energy_ev -4990.10952

PM7_Electronic_Energy_ev -40361.82199

PM7_Dipole_Debye 4.10459

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.189

PM7_LUMO_Energy_ev -0.962

PM7_COSMO_Area_square_ang 415.24

PM7_COSMO_Volue_cubic_ang 483.84

PM7_Electron_Affinity_ev 0.962

PM7_Ionization_Energy_ev 9.189

PM7_Energy_Gap_ev 8.227

PM7_Global_Hardness_ev 4.1135

PM7_Global_Softness_ev 0.24310198128114743

PM7_Chemical_Potential_ev -5.0755

PM7_Electronigativity_ev 5.0755

PM7_Back_Donation_Energy_ev -1.028375

PM7_Electrophilicity_ev 3.1312386349823753

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

SMILES C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cc(ccc2C)Cl)OC(C)CC

Canonical_SMILES CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cc(Cl)ccc1C)F)C

InChI 1/C22H22ClFN2O3/c1-5-13(3)29-21-10-20(26-22(28)18(11-25)14(4)27)19(24)9-17(21)16-8-15(23)7-6-12(16)2/h6-10,13,27H,5H2,1-4H3,(H,26,28)/f/h26H

InChI_3D 1S/C22H22ClFN2O3/c1-5-13(3)29-21-10-20(26-22(28)18(11-25)14(4)27)19(24)9-17(21)16-8-15(23)7-6-12(16)2/h6-10,13,27H,5H2,1-4H3,(H,26,28)/b18-14-/t13-/m1/s1

AuxInfo 1/1/N:19,17,20,18,21,2,3,5,4,6,1,9,22,15,13,8,7,14,12,10,11,16,29,28,23,24,26,25,27/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOFClHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;d4;s5s7;s2d8;s6;d6s7;s4d10;s3d5;s1;w14;s14;s9;s15;;;s19;s20s21;t1;s10s16;d16;s15;s11s22;s12;s13;s2;s3;s4;s5;s6;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s24;s26;/rC:6.9319,-.9987,0;-.8675,.4975,0;-.8675,1.5027,0;1.7328,-1.009,0;.8675,1.5027,0;3.4678,-.0038,0;1.7328,-.0038,0;.8675,.4975,0;;3.4678,-1.009,0;2.6003,.4937,0;2.6003,-1.5167,0;0,2.0104,0;6.0673,-1.5013,0;6.0703,-2.5013,0;5.1998,-1.0038,0;0,-1,0;5.2057,-3.0038,0;2.4663,3.7258,0;3.9663,1.1277,0;2.9663,2.8598,0;3.4663,1.9937,0;7.7964,-.4962,0;4.3353,-1.5064,0;5.1969,-.0038,0;6.9378,-2.9987,0;2.6003,1.4937,0;2.6003,-2.5167,0;0,3.0104,0;-1.3001,.2469,0;-1.3012,1.7514,0;1.2991,-1.2577,0;1.3012,1.7514,0;3.9004,.2469,0;.5,-1,0;0,-1.5,0;-.5,-1,0;4.9545,-2.5716,0;5.457,-3.4361,0;4.7735,-3.2551,0;2.8993,3.9758,0;2.0333,3.4758,0;2.2163,4.1588,0;4.3993,1.3777,0;3.5333,.8777,0;4.2163,.6947,0;3.3993,3.1098,0;2.5333,2.6098,0;3.8993,2.2437,0;4.3368,-2.0064,0;7.3701,-2.7474,0;

Duplicates CHEMBL5189773_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189773_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189773_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189773_s0.sdf

Formula	C₂₂H₂₂ClFN₂O₃
MW	416.88
InChIKey	ZLRGOBAWIVOWFW-HXTKINSTNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	29
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	1
XLogP3	0
XLogP	5.61
logP	5.99888
PSA	82.35
MR	112.306
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-130.61562
PM7_Total_Energy_ev	-4990.10952
PM7_Electronic_Energy_ev	-40361.82199
PM7_Dipole_Debye	4.10459
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.189
PM7_LUMO_Energy_ev	-0.962
PM7_COSMO_Area_square_ang	415.24
PM7_COSMO_Volue_cubic_ang	483.84
PM7_Electron_Affinity_ev	0.962
PM7_Ionization_Energy_ev	9.189
PM7_Energy_Gap_ev	8.227
PM7_Global_Hardness_ev	4.1135
PM7_Global_Softness_ev	0.24310198128114743
PM7_Chemical_Potential_ev	-5.0755
PM7_Electronigativity_ev	5.0755
PM7_Back_Donation_Energy_ev	-1.028375
PM7_Electrophilicity_ev	3.1312386349823753
OPENEYE_Name	(~{Z})-~{N}-[4-(5-chloro-2-methyl-phenyl)-2-fluoro-5-[(1~{R})-1-methylpropoxy]phenyl]-2-cyano-3-hydroxy-but-2-enamide
SMILES	C(#N)C(=C(C)O)C(=O)Nc1cc(c(cc1F)c2cc(ccc2C)Cl)OC(C)CC
Canonical_SMILES	CC[C@H](Oc1cc(NC(=O)/C(=C(O)/C)/C#N)c(cc1c1cc(Cl)ccc1C)F)C
InChI	1/C22H22ClFN2O3/c1-5-13(3)29-21-10-20(26-22(28)18(11-25)14(4)27)19(24)9-17(21)16-8-15(23)7-6-12(16)2/h6-10,13,27H,5H2,1-4H3,(H,26,28)/f/h26H
InChI_3D	1S/C22H22ClFN2O3/c1-5-13(3)29-21-10-20(26-22(28)18(11-25)14(4)27)19(24)9-17(21)16-8-15(23)7-6-12(16)2/h6-10,13,27H,5H2,1-4H3,(H,26,28)/b18-14-/t13-/m1/s1
AuxInfo	1/1/N:19,17,20,18,21,2,3,5,4,6,1,9,22,15,13,8,7,14,12,10,11,16,29,28,23,24,26,25,27/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNOOOFClHHHHHHHHHHHHHHHHHHHHHH/rB:;d2;;;;d4;s5s7;s2d8;s6;d6s7;s4d10;s3d5;s1;w14;s14;s9;s15;;;s19;s20s21;t1;s10s16;d16;s15;s11s22;s12;s13;s2;s3;s4;s5;s6;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s24;s26;/rC:6.9319,-.9987,0;-.8675,.4975,0;-.8675,1.5027,0;1.7328,-1.009,0;.8675,1.5027,0;3.4678,-.0038,0;1.7328,-.0038,0;.8675,.4975,0;;3.4678,-1.009,0;2.6003,.4937,0;2.6003,-1.5167,0;0,2.0104,0;6.0673,-1.5013,0;6.0703,-2.5013,0;5.1998,-1.0038,0;0,-1,0;5.2057,-3.0038,0;2.4663,3.7258,0;3.9663,1.1277,0;2.9663,2.8598,0;3.4663,1.9937,0;7.7964,-.4962,0;4.3353,-1.5064,0;5.1969,-.0038,0;6.9378,-2.9987,0;2.6003,1.4937,0;2.6003,-2.5167,0;0,3.0104,0;-1.3001,.2469,0;-1.3012,1.7514,0;1.2991,-1.2577,0;1.3012,1.7514,0;3.9004,.2469,0;.5,-1,0;0,-1.5,0;-.5,-1,0;4.9545,-2.5716,0;5.457,-3.4361,0;4.7735,-3.2551,0;2.8993,3.9758,0;2.0333,3.4758,0;2.2163,4.1588,0;4.3993,1.3777,0;3.5333,.8777,0;4.2163,.6947,0;3.3993,3.1098,0;2.5333,2.6098,0;3.8993,2.2437,0;4.3368,-2.0064,0;7.3701,-2.7474,0;
Duplicates	CHEMBL5189773_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189773_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189773_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189750-0005189999/CHEMBL5189773_s0.sdf