CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199253 (2542211)

Formula C₂₂H₂₀ClN₃O₃

MW 409.87

InChIKey WYUGBSZAHFZXDM-XBXBPLPCNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.87

logP 3.5396

PSA 78.51

MR 118.688

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -61.44685

PM7_Total_Energy_ev -4683.72825

PM7_Electronic_Energy_ev -37467.65171

PM7_Dipole_Debye 3.7812

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.975

PM7_LUMO_Energy_ev -0.902

PM7_COSMO_Area_square_ang 407.23

PM7_COSMO_Volue_cubic_ang 463.91

PM7_Electron_Affinity_ev 0.902

PM7_Ionization_Energy_ev 8.975

PM7_Energy_Gap_ev 8.073

PM7_Global_Hardness_ev 4.0365

PM7_Global_Softness_ev 0.24773937817416078

PM7_Chemical_Potential_ev -4.9385

PM7_Electronigativity_ev 4.9385

PM7_Back_Donation_Energy_ev -1.009125

PM7_Electrophilicity_ev 3.021030874520005

OPENEYE_Name (~{E})-~{N}-(2-chlorophenyl)-4-oxo-4-[(3~{R})-2-oxospiro[1,4-dihydroquinoline-3,2'-pyrrolidine]-1'-yl]but-2-enamide

SMILES c1ccc2c(c1)CC3(C(=O)N2)CCCN3C(=O)C=CC(=O)Nc4ccccc4Cl

Canonical_SMILES O=C(Nc1ccccc1Cl)/C=C/C(=O)N1CCC[C@@]21Cc1ccccc1NC2=O

InChI 1/C22H20ClN3O3/c23-16-7-2-4-9-18(16)24-19(27)10-11-20(28)26-13-5-12-22(26)14-15-6-1-3-8-17(15)25-21(22)29/h1-4,6-11H,5,12-14H2,(H,24,27)(H,25,29)/f/h24-25H

InChI_3D 1S/C22H20ClN3O3/c23-16-7-2-4-9-18(16)24-19(27)10-11-20(28)26-13-5-12-22(26)14-15-6-1-3-8-17(15)25-21(22)29/h1-4,6-11H,5,12-14H2,(H,24,27)(H,25,29)/b11-10+/t22-/m1/s1

AuxInfo 1/1/N:1,4,2,3,19,5,8,6,7,15,14,20,21,18,9,12,10,11,17,16,13,22,29,25,23,24,28,27,26/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;d5;d6s9;d7;d8s11;;;w14;s14;s15;s9;;s19;s19;s13s18s20;s10s13;s16s21s22;s11s17;d13;d16;d17;s12;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s18;s19;s19;s20;s20;s21;s21;s23;s25;/rC:9.9523,4.082,0;9.2111,4.7533,0;;-.8675,.4975,0;9.7415,3.1044,0;8.2592,4.4471,0;.8675,.4975,0;-.8675,1.5027,0;8.7895,2.7982,0;8.0484,3.4696,0;.8675,1.5027,0;0,2.0104,0;6.8856,2.1858,0;4.3316,1.4925,0;3.467,1.995,0;5.1991,1.9899,0;2.5995,1.4976,0;8.5787,1.8207,0;7.7912,-.0952,0;8.2937,.7694,0;6.8136,.1156,0;7.6268,1.5145,0;7.0964,3.1633,0;6.712,1.1105,0;1.735,2.0001,0;5.9336,1.8796,0;5.202,2.9899,0;2.5966,.4976,0;0,3.0104,0;10.4283,4.2351,0;9.3165,5.2421,0;0,-.5,0;-1.3001,.2469,0;10.1121,2.7688,0;7.8886,4.7827,0;1.3001,.2469,0;-1.3012,1.7514,0;4.3301,.9925,0;3.4685,2.495,0;9.0784,1.8018,0;8.6469,1.3254,0;8.2473,-.2999,0;7.6353,-.5702,0;8.6294,1.14,0;8.6974,.4743,0;6.7599,-.3815,0;6.3136,.1171,0;6.7258,3.499,0;1.7365,2.5001,0;

Duplicates CHEMBL5199253

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199253.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199253.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199253.sdf

Formula	C₂₂H₂₀ClN₃O₃
MW	409.87
InChIKey	WYUGBSZAHFZXDM-XBXBPLPCNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.87
logP	3.5396
PSA	78.51
MR	118.688
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-61.44685
PM7_Total_Energy_ev	-4683.72825
PM7_Electronic_Energy_ev	-37467.65171
PM7_Dipole_Debye	3.7812
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.975
PM7_LUMO_Energy_ev	-0.902
PM7_COSMO_Area_square_ang	407.23
PM7_COSMO_Volue_cubic_ang	463.91
PM7_Electron_Affinity_ev	0.902
PM7_Ionization_Energy_ev	8.975
PM7_Energy_Gap_ev	8.073
PM7_Global_Hardness_ev	4.0365
PM7_Global_Softness_ev	0.24773937817416078
PM7_Chemical_Potential_ev	-4.9385
PM7_Electronigativity_ev	4.9385
PM7_Back_Donation_Energy_ev	-1.009125
PM7_Electrophilicity_ev	3.021030874520005
OPENEYE_Name	(~{E})-~{N}-(2-chlorophenyl)-4-oxo-4-[(3~{R})-2-oxospiro[1,4-dihydroquinoline-3,2'-pyrrolidine]-1'-yl]but-2-enamide
SMILES	c1ccc2c(c1)CC3(C(=O)N2)CCCN3C(=O)C=CC(=O)Nc4ccccc4Cl
Canonical_SMILES	O=C(Nc1ccccc1Cl)/C=C/C(=O)N1CCC[C@@]21Cc1ccccc1NC2=O
InChI	1/C22H20ClN3O3/c23-16-7-2-4-9-18(16)24-19(27)10-11-20(28)26-13-5-12-22(26)14-15-6-1-3-8-17(15)25-21(22)29/h1-4,6-11H,5,12-14H2,(H,24,27)(H,25,29)/f/h24-25H
InChI_3D	1S/C22H20ClN3O3/c23-16-7-2-4-9-18(16)24-19(27)10-11-20(28)26-13-5-12-22(26)14-15-6-1-3-8-17(15)25-21(22)29/h1-4,6-11H,5,12-14H2,(H,24,27)(H,25,29)/b11-10+/t22-/m1/s1
AuxInfo	1/1/N:1,4,2,3,19,5,8,6,7,15,14,20,21,18,9,12,10,11,17,16,13,22,29,25,23,24,28,27,26/F:m/rA:49cCCCCCCCCCCCCCCCCCCCCCCNNNOOOClHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;s4;d5;d6s9;d7;d8s11;;;w14;s14;s15;s9;;s19;s19;s13s18s20;s10s13;s16s21s22;s11s17;d13;d16;d17;s12;s1;s2;s3;s4;s5;s6;s7;s8;s14;s15;s18;s18;s19;s19;s20;s20;s21;s21;s23;s25;/rC:9.9523,4.082,0;9.2111,4.7533,0;;-.8675,.4975,0;9.7415,3.1044,0;8.2592,4.4471,0;.8675,.4975,0;-.8675,1.5027,0;8.7895,2.7982,0;8.0484,3.4696,0;.8675,1.5027,0;0,2.0104,0;6.8856,2.1858,0;4.3316,1.4925,0;3.467,1.995,0;5.1991,1.9899,0;2.5995,1.4976,0;8.5787,1.8207,0;7.7912,-.0952,0;8.2937,.7694,0;6.8136,.1156,0;7.6268,1.5145,0;7.0964,3.1633,0;6.712,1.1105,0;1.735,2.0001,0;5.9336,1.8796,0;5.202,2.9899,0;2.5966,.4976,0;0,3.0104,0;10.4283,4.2351,0;9.3165,5.2421,0;0,-.5,0;-1.3001,.2469,0;10.1121,2.7688,0;7.8886,4.7827,0;1.3001,.2469,0;-1.3012,1.7514,0;4.3301,.9925,0;3.4685,2.495,0;9.0784,1.8018,0;8.6469,1.3254,0;8.2473,-.2999,0;7.6353,-.5702,0;8.6294,1.14,0;8.6974,.4743,0;6.7599,-.3815,0;6.3136,.1171,0;6.7258,3.499,0;1.7365,2.5001,0;
Duplicates	CHEMBL5199253
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199253.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199253.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199253.sdf