CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199474 (2542445)

Formula C₂₂H₂₃N₃O₃S

MW 409.5

InChIKey SXGADQVKWFAFHR-LQFNOIFHNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.27

logP 5.2072

PSA 91.93

MR 118.841

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -23.89566

PM7_Total_Energy_ev -4632.63684

PM7_Electronic_Energy_ev -37962.90321

PM7_Dipole_Debye 3.51978

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8

PM7_LUMO_Energy_ev -0.862

PM7_COSMO_Area_square_ang 424.48

PM7_COSMO_Volue_cubic_ang 477.37

PM7_Electron_Affinity_ev 0.862

PM7_Ionization_Energy_ev 8

PM7_Energy_Gap_ev 7.138

PM7_Global_Hardness_ev 3.569

PM7_Global_Softness_ev 0.2801905295601009

PM7_Chemical_Potential_ev -4.431

PM7_Electronigativity_ev 4.431

PM7_Back_Donation_Energy_ev -0.89225

PM7_Electrophilicity_ev 2.750596945923228

OPENEYE_Name (2~{S})-~{N}-(3,4-dimethoxyphenyl)-2-(5-phenylthiazol-2-yl)pyrrolidine-1-carboxamide

SMILES c1ccc(cc1)c2cnc(s2)C3CCCN3C(=O)Nc4ccc(c(c4)OC)OC

Canonical_SMILES COc1cc(ccc1OC)NC(=O)N1CCC[C@H]1c1ncc(s1)c1ccccc1

InChI 1/C22H23N3O3S/c1-27-18-11-10-16(13-19(18)28-2)24-22(26)25-12-6-9-17(25)21-23-14-20(29-21)15-7-4-3-5-8-15/h3-5,7-8,10-11,13-14,17H,6,9,12H2,1-2H3,(H,24,26)/f/h24H

InChI_3D 1S/C22H23N3O3S/c1-27-18-11-10-16(13-19(18)28-2)24-22(26)25-12-6-9-17(25)21-23-14-20(29-21)15-7-4-3-5-8-15/h3-5,7-8,10-11,13-14,17H,6,9,12H2,1-2H3,(H,24,26)/t17-/m0/s1

AuxInfo 1/1/N:21,22,1,2,3,17,4,5,18,6,7,19,8,9,10,11,20,12,13,14,15,16,23,25,24,26,27,28,29/E:(4,5)(7,8)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;d4s5;s6d8;s7;s8d12;d9s10;;;;s17;s17;s15s18;;;s9d15;s16s19s20;s11s16;d16;s12s21;s13s22;s14s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s25;/rC:-3.1699,1.8811,0;-2.429,2.5527,0;-2.9645,.9024,0;-1.4728,2.2424,0;-2.0083,.5921,0;7.2742,.53,0;7.948,-.2089,0;5.9888,-.6354,0;;-1.2577,1.2606,0;6.2961,.3216,0;7.6406,-1.166,0;6.6594,-1.3841,0;-.3065,.9519,0;1.3131,.9519,0;4.6478,.8537,0;3.3166,3.0767,0;2.5726,2.4063,0;4.1815,2.5748,0;2.9782,1.4905,0;9.2913,-1.6908,0;7.0253,-3.0771,0;1.0014,0,0;3.9773,1.5955,0;5.6256,1.0635,0;4.3406,-.098,0;8.3145,-1.9049,0;6.3537,-2.3362,0;.5007,1.5426,0;-3.6455,2.0354,0;-2.5338,3.0415,0;-3.3364,.5682,0;-1.1024,2.5782,0;-1.9056,.1028,0;7.4271,1.0061,0;8.4366,-.1026,0;5.4997,-.7396,0;-.2944,-.4041,0;2.9452,3.4114,0;3.611,3.4808,0;2.1393,2.1568,0;2.2789,2.8109,0;4.3849,3.0316,0;4.6573,2.4212,0;3.0818,1.0013,0;9.1842,-1.2024,0;9.3983,-2.1792,0;9.7797,-1.5837,0;7.3957,-2.7412,0;6.6549,-3.4129,0;7.3611,-3.4475,0;5.7791,1.5393,0;

Duplicates CHEMBL5199474

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199474.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199474.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199474.sdf

Formula	C₂₂H₂₃N₃O₃S
MW	409.5
InChIKey	SXGADQVKWFAFHR-LQFNOIFHNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.27
logP	5.2072
PSA	91.93
MR	118.841
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-23.89566
PM7_Total_Energy_ev	-4632.63684
PM7_Electronic_Energy_ev	-37962.90321
PM7_Dipole_Debye	3.51978
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8
PM7_LUMO_Energy_ev	-0.862
PM7_COSMO_Area_square_ang	424.48
PM7_COSMO_Volue_cubic_ang	477.37
PM7_Electron_Affinity_ev	0.862
PM7_Ionization_Energy_ev	8
PM7_Energy_Gap_ev	7.138
PM7_Global_Hardness_ev	3.569
PM7_Global_Softness_ev	0.2801905295601009
PM7_Chemical_Potential_ev	-4.431
PM7_Electronigativity_ev	4.431
PM7_Back_Donation_Energy_ev	-0.89225
PM7_Electrophilicity_ev	2.750596945923228
OPENEYE_Name	(2~{S})-~{N}-(3,4-dimethoxyphenyl)-2-(5-phenylthiazol-2-yl)pyrrolidine-1-carboxamide
SMILES	c1ccc(cc1)c2cnc(s2)C3CCCN3C(=O)Nc4ccc(c(c4)OC)OC
Canonical_SMILES	COc1cc(ccc1OC)NC(=O)N1CCC[C@H]1c1ncc(s1)c1ccccc1
InChI	1/C22H23N3O3S/c1-27-18-11-10-16(13-19(18)28-2)24-22(26)25-12-6-9-17(25)21-23-14-20(29-21)15-7-4-3-5-8-15/h3-5,7-8,10-11,13-14,17H,6,9,12H2,1-2H3,(H,24,26)/f/h24H
InChI_3D	1S/C22H23N3O3S/c1-27-18-11-10-16(13-19(18)28-2)24-22(26)25-12-6-9-17(25)21-23-14-20(29-21)15-7-4-3-5-8-15/h3-5,7-8,10-11,13-14,17H,6,9,12H2,1-2H3,(H,24,26)/t17-/m0/s1
AuxInfo	1/1/N:21,22,1,2,3,17,4,5,18,6,7,19,8,9,10,11,20,12,13,14,15,16,23,25,24,26,27,28,29/E:(4,5)(7,8)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;;d4s5;s6d8;s7;s8d12;d9s10;;;;s17;s17;s15s18;;;s9d15;s16s19s20;s11s16;d16;s12s21;s13s22;s14s15;s1;s2;s3;s4;s5;s6;s7;s8;s9;s17;s17;s18;s18;s19;s19;s20;s21;s21;s21;s22;s22;s22;s25;/rC:-3.1699,1.8811,0;-2.429,2.5527,0;-2.9645,.9024,0;-1.4728,2.2424,0;-2.0083,.5921,0;7.2742,.53,0;7.948,-.2089,0;5.9888,-.6354,0;;-1.2577,1.2606,0;6.2961,.3216,0;7.6406,-1.166,0;6.6594,-1.3841,0;-.3065,.9519,0;1.3131,.9519,0;4.6478,.8537,0;3.3166,3.0767,0;2.5726,2.4063,0;4.1815,2.5748,0;2.9782,1.4905,0;9.2913,-1.6908,0;7.0253,-3.0771,0;1.0014,0,0;3.9773,1.5955,0;5.6256,1.0635,0;4.3406,-.098,0;8.3145,-1.9049,0;6.3537,-2.3362,0;.5007,1.5426,0;-3.6455,2.0354,0;-2.5338,3.0415,0;-3.3364,.5682,0;-1.1024,2.5782,0;-1.9056,.1028,0;7.4271,1.0061,0;8.4366,-.1026,0;5.4997,-.7396,0;-.2944,-.4041,0;2.9452,3.4114,0;3.611,3.4808,0;2.1393,2.1568,0;2.2789,2.8109,0;4.3849,3.0316,0;4.6573,2.4212,0;3.0818,1.0013,0;9.1842,-1.2024,0;9.3983,-2.1792,0;9.7797,-1.5837,0;7.3957,-2.7412,0;6.6549,-3.4129,0;7.3611,-3.4475,0;5.7791,1.5393,0;
Duplicates	CHEMBL5199474
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199474.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199474.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199474.sdf