CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198708 (2541633)

Formula C₃₃H₃₃N₃O₃

MW 519.64

InChIKey WWZOKURYSINYME-WVRSUYCFNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 72

Number_Heavy_Atoms 39

Number_Rings 4

Number_Bonds 75

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 2

XLogP3 0

XLogP 5.97

logP 6.6902

PSA 87.3

MR 156.416

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -34.66361

PM7_Total_Energy_ev -5943.12838

PM7_Electronic_Energy_ev -57795.53234

PM7_Dipole_Debye 3.18628

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.326

PM7_LUMO_Energy_ev -0.771

PM7_COSMO_Area_square_ang 550.28

PM7_COSMO_Volue_cubic_ang 659.37

PM7_Electron_Affinity_ev 0.771

PM7_Ionization_Energy_ev 8.326

PM7_Energy_Gap_ev 7.555

PM7_Global_Hardness_ev 3.7775

PM7_Global_Softness_ev 0.26472534745201853

PM7_Chemical_Potential_ev -4.5485

PM7_Electronigativity_ev 4.5485

PM7_Back_Donation_Energy_ev -0.944375

PM7_Electrophilicity_ev 2.738431800132363

OPENEYE_Name (2~{S})-2-(1-naphthylcarbamoylamino)-~{N}-[(~{E},1~{S})-4-oxo-1-(2-phenylethyl)pent-2-enyl]-3-phenyl-propanamide

SMILES c1ccc(cc1)CCC(C=CC(=O)C)NC(=O)C(Cc2ccccc2)NC(=O)Nc3cccc4c3cccc4

Canonical_SMILES CC(=O)/C=C/[C@@H](NC(=O)[C@@H](NC(=O)Nc1cccc2c1cccc2)Cc1ccccc1)CCc1ccccc1

InChI 1/C33H33N3O3/c1-24(37)19-21-28(22-20-25-11-4-2-5-12-25)34-32(38)31(23-26-13-6-3-7-14-26)36-33(39)35-30-18-10-16-27-15-8-9-17-29(27)30/h2-19,21,28,31H,20,22-23H2,1H3,(H,34,38)(H2,35,36,39)/f/h34-36H

InChI_3D 1S/C33H33N3O3/c1-24(37)19-21-28(22-20-25-11-4-2-5-12-25)34-32(38)31(23-26-13-6-3-7-14-26)36-33(39)35-30-18-10-16-27-15-8-9-17-29(27)30/h2-19,21,28,31H,20,22-23H2,1H3,(H,34,38)(H2,35,36,39)/b21-19+/t28-,31+/m1/s1

AuxInfo 1/1/N:28,1,2,5,6,7,8,3,4,9,13,14,15,16,10,12,11,17,23,29,24,31,30,25,20,21,18,32,19,22,33,26,27,35,34,36,37,38,39/E:(4,5)(6,7)(11,12)(13,14)/F:m/E:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s1;d2;s2;;s3;s4;d9;s5;d6;s7;d8;s9;d10s12;d11s18;d13s14;d15s16;d17s19;;w23;s23;;;s25;s20;s21;s29;s24s31;s26s30;s22s27;s26s32;s27s33;d25;d26;d27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s23;s24;s28;s28;s28;s29;s29;s30;s30;s31;s31;s32;s33;s34;s35;s36;/rC:10.671,2.0288,0;2.3108,7.9848,0;;0,1.0057,0;10.6713,3.0288,0;9.8078,1.5239,0;3.3108,7.9903,0;1.8105,7.1188,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;9.7994,3.5291,0;8.9359,2.0242,0;3.8157,7.1211,0;2.3155,6.2496,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0057,0;8.9273,3.0293,0;3.3206,6.2464,0;2.6012,1.5124,0;5.4552,6.02,0;5.4579,5.02,0;6.3199,6.5224,0;4.8275,3.6523,0;3.4632,3.0147,0;7.1872,6.0247,0;8.0599,3.527,0;3.8229,5.3817,0;7.1926,4.0247,0;6.3252,4.5224,0;4.3252,4.517,0;2.5985,2.5124,0;5.8275,3.655,0;3.4605,4.0147,0;6.3172,7.5223,0;4.3299,2.785,0;4.3306,2.517,0;11.1047,1.7799,0;2.0596,8.4171,0;-.4327,-.2506,0;-.4337,1.2544,0;11.104,3.2793,0;9.8098,1.0239,0;3.559,8.4244,0;1.3105,7.1182,0;3.9078,-.2478,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;9.7995,4.0291,0;8.5043,1.7718,0;4.3157,7.124,0;2.0653,5.8167,0;3.9064,1.258,0;5.0215,6.2689,0;5.0255,4.7689,0;7.4361,6.4583,0;6.9384,5.591,0;7.6209,5.7758,0;8.3088,3.9607,0;7.8111,3.0933,0;4.2553,5.6329,0;3.3906,5.1305,0;7.4414,4.4584,0;6.9437,3.591,0;6.5741,4.956,0;4.7576,4.7682,0;2.1648,2.7612,0;6.0787,3.2227,0;3.0269,4.2635,0;

Duplicates CHEMBL5198708

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198708.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198708.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198708.sdf

Formula	C₃₃H₃₃N₃O₃
MW	519.64
InChIKey	WWZOKURYSINYME-WVRSUYCFNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	72
Number_Heavy_Atoms	39
Number_Rings	4
Number_Bonds	75
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	2
XLogP3	0
XLogP	5.97
logP	6.6902
PSA	87.3
MR	156.416
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-34.66361
PM7_Total_Energy_ev	-5943.12838
PM7_Electronic_Energy_ev	-57795.53234
PM7_Dipole_Debye	3.18628
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.326
PM7_LUMO_Energy_ev	-0.771
PM7_COSMO_Area_square_ang	550.28
PM7_COSMO_Volue_cubic_ang	659.37
PM7_Electron_Affinity_ev	0.771
PM7_Ionization_Energy_ev	8.326
PM7_Energy_Gap_ev	7.555
PM7_Global_Hardness_ev	3.7775
PM7_Global_Softness_ev	0.26472534745201853
PM7_Chemical_Potential_ev	-4.5485
PM7_Electronigativity_ev	4.5485
PM7_Back_Donation_Energy_ev	-0.944375
PM7_Electrophilicity_ev	2.738431800132363
OPENEYE_Name	(2~{S})-2-(1-naphthylcarbamoylamino)-~{N}-[(~{E},1~{S})-4-oxo-1-(2-phenylethyl)pent-2-enyl]-3-phenyl-propanamide
SMILES	c1ccc(cc1)CCC(C=CC(=O)C)NC(=O)C(Cc2ccccc2)NC(=O)Nc3cccc4c3cccc4
Canonical_SMILES	CC(=O)/C=C/[C@@H](NC(=O)[C@@H](NC(=O)Nc1cccc2c1cccc2)Cc1ccccc1)CCc1ccccc1
InChI	1/C33H33N3O3/c1-24(37)19-21-28(22-20-25-11-4-2-5-12-25)34-32(38)31(23-26-13-6-3-7-14-26)36-33(39)35-30-18-10-16-27-15-8-9-17-29(27)30/h2-19,21,28,31H,20,22-23H2,1H3,(H,34,38)(H2,35,36,39)/f/h34-36H
InChI_3D	1S/C33H33N3O3/c1-24(37)19-21-28(22-20-25-11-4-2-5-12-25)34-32(38)31(23-26-13-6-3-7-14-26)36-33(39)35-30-18-10-16-27-15-8-9-17-29(27)30/h2-19,21,28,31H,20,22-23H2,1H3,(H,34,38)(H2,35,36,39)/b21-19+/t28-,31+/m1/s1
AuxInfo	1/1/N:28,1,2,5,6,7,8,3,4,9,13,14,15,16,10,12,11,17,23,29,24,31,30,25,20,21,18,32,19,22,33,26,27,35,34,36,37,38,39/E:(4,5)(6,7)(11,12)(13,14)/F:m/E:m/rA:72cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d3;d1;s1;d2;s2;;s3;s4;d9;s5;d6;s7;d8;s9;d10s12;d11s18;d13s14;d15s16;d17s19;;w23;s23;;;s25;s20;s21;s29;s24s31;s26s30;s22s27;s26s32;s27s33;d25;d26;d27;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s23;s24;s28;s28;s28;s29;s29;s30;s30;s31;s31;s32;s33;s34;s35;s36;/rC:10.671,2.0288,0;2.3108,7.9848,0;;0,1.0057,0;10.6713,3.0288,0;9.8078,1.5239,0;3.3108,7.9903,0;1.8105,7.1188,0;3.4748,.0022,0;.8679,-.4978,0;.8679,1.5135,0;2.6038,-.4989,0;9.7994,3.5291,0;8.9359,2.0242,0;3.8157,7.1211,0;2.3155,6.2496,0;3.4735,1.0079,0;1.7371,0,0;1.7358,1.0057,0;8.9273,3.0293,0;3.3206,6.2464,0;2.6012,1.5124,0;5.4552,6.02,0;5.4579,5.02,0;6.3199,6.5224,0;4.8275,3.6523,0;3.4632,3.0147,0;7.1872,6.0247,0;8.0599,3.527,0;3.8229,5.3817,0;7.1926,4.0247,0;6.3252,4.5224,0;4.3252,4.517,0;2.5985,2.5124,0;5.8275,3.655,0;3.4605,4.0147,0;6.3172,7.5223,0;4.3299,2.785,0;4.3306,2.517,0;11.1047,1.7799,0;2.0596,8.4171,0;-.4327,-.2506,0;-.4337,1.2544,0;11.104,3.2793,0;9.8098,1.0239,0;3.559,8.4244,0;1.3105,7.1182,0;3.9078,-.2478,0;.8677,-.9978,0;.8679,2.0135,0;2.6037,-.9989,0;9.7995,4.0291,0;8.5043,1.7718,0;4.3157,7.124,0;2.0653,5.8167,0;3.9064,1.258,0;5.0215,6.2689,0;5.0255,4.7689,0;7.4361,6.4583,0;6.9384,5.591,0;7.6209,5.7758,0;8.3088,3.9607,0;7.8111,3.0933,0;4.2553,5.6329,0;3.3906,5.1305,0;7.4414,4.4584,0;6.9437,3.591,0;6.5741,4.956,0;4.7576,4.7682,0;2.1648,2.7612,0;6.0787,3.2227,0;3.0269,4.2635,0;
Duplicates	CHEMBL5198708
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198708.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198708.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198708.sdf