CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL110153 (10955)

Formula C₂₃H₂₉N₃O₄S

MW 443.56

InChIKey GCGWPKSFLVGEQR-SPEPDGBUNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 60

Number_Heavy_Atoms 31

Number_Rings 2

Number_Bonds 61

Rotat_Bonds 15

Unbranched_Chain 3

Chiral_Centers 3

ONatoms 7

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.51

logP 4.1951

PSA 136.63

MR 120.738

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -81.64784

PM7_Total_Energy_ev -5131.39211

PM7_Electronic_Energy_ev -47695.71242

PM7_Dipole_Debye 5.4773

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.502

PM7_LUMO_Energy_ev -1.63

PM7_COSMO_Area_square_ang 431.86

PM7_COSMO_Volue_cubic_ang 565.26

PM7_Electron_Affinity_ev 1.63

PM7_Ionization_Energy_ev 9.502

PM7_Energy_Gap_ev 7.872

PM7_Global_Hardness_ev 3.936

PM7_Global_Softness_ev 0.2540650406504065

PM7_Chemical_Potential_ev -5.566

PM7_Electronigativity_ev 5.566

PM7_Back_Donation_Energy_ev -0.984

PM7_Electrophilicity_ev 3.9355127032520327

OPENEYE_Name (2~{R},3~{S})-~{N}-[(1~{S})-1-benzyl-2-oxo-2-thiazol-2-yl-ethyl]-3-(hydroxycarbamoyl)-2-isobutyl-hex-5-enamide

SMILES c1ccc(cc1)CC(C(=O)c2nccs2)NC(=O)C(CC(C)C)C(C(=O)NO)CC=C

Canonical_SMILES C=CC[C@@H]([C@H](C(=O)N[C@H](C(=O)c1nccs1)Cc1ccccc1)CC(C)C)C(=O)NO

InChI 1/C23H29N3O4S/c1-4-8-17(22(29)26-30)18(13-15(2)3)21(28)25-19(14-16-9-6-5-7-10-16)20(27)23-24-11-12-31-23/h4-7,9-12,15,17-19,30H,1,8,13-14H2,2-3H3,(H,25,28)(H,26,29)/f/h25-26H

InChI_3D 1S/C23H29N3O4S/c1-4-8-17(22(29)26-30)18(13-15(2)3)21(28)25-19(14-16-9-6-5-7-10-16)20(27)23-24-11-12-31-23/h4-7,9-12,15,17-19,30H,1,8,13-14H2,2-3H3,(H,25,28)(H,26,29)/t17-,18+,19-/m0/s1

AuxInfo 1/1/N:10,15,16,11,1,2,3,18,4,5,6,7,19,17,23,8,22,21,20,12,13,14,9,24,25,26,27,28,29,30,31/E:(2,3)(6,7)(9,10)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;;;d10;s9;;;;;s8;s11;;s12s17;s13s19;s14s18s21;s15s16s19;s6d9;s13s20;s14;d12;d13;d14;s26;s7s9;s1;s2;s3;s4;s5;s6;s7;s10;s10;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s25;s26;s30;/rC:3.4697,6.8926,0;2.5173,6.5876,0;4.2139,6.2246,0;2.307,5.6046,0;4.0036,5.2416,0;;-.3065,.9519,0;3.0491,4.9267,0;1.3131,.9519,0;6.3164,4.109,0;5.3649,3.8013,0;2.2646,1.2597,0;3.7594,1.0768,0;5.9244,1.6363,0;5.2967,-1.2973,0;4.1096,-2.066,0;2.683,3.2154,0;5.1557,2.8234,0;4.5281,-.1102,0;2.4738,2.2375,0;4.7373,.8676,0;4.9465,1.8455,0;4.3189,-1.0881,0;1.0014,0,0;3.4516,2.0283,0;6.2321,.6848,0;3.0068,.5895,0;3.0893,.3346,0;6.5945,2.3786,0;7.21,.4756,0;.5007,1.5426,0;3.5743,7.3815,0;2.1467,6.9232,0;4.6894,6.3792,0;1.8308,5.4522,0;4.3757,4.9077,0;-.2944,-.4041,0;-.7821,1.1062,0;6.421,4.5979,0;6.6875,3.7739,0;4.9938,4.1363,0;5.4013,-.8084,0;5.1921,-1.7862,0;5.7857,-1.4019,0;3.6207,-1.9614,0;4.5986,-2.1706,0;4.005,-2.5549,0;2.1941,3.32,0;3.1719,3.1108,0;4.6668,2.928,0;5.6446,2.7188,0;5.017,-.2148,0;4.0391,-.0056,0;1.9848,2.3421,0;5.2262,.763,0;4.4575,1.9501,0;3.8299,-.9835,0;3.7867,2.3994,0;5.897,.3137,0;7.3639,-.0001,0;

Duplicates CHEMBL110153

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110153.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110153.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110153.sdf

Formula	C₂₃H₂₉N₃O₄S
MW	443.56
InChIKey	GCGWPKSFLVGEQR-SPEPDGBUNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	60
Number_Heavy_Atoms	31
Number_Rings	2
Number_Bonds	61
Rotat_Bonds	15
Unbranched_Chain	3
Chiral_Centers	3
ONatoms	7
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.51
logP	4.1951
PSA	136.63
MR	120.738
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-81.64784
PM7_Total_Energy_ev	-5131.39211
PM7_Electronic_Energy_ev	-47695.71242
PM7_Dipole_Debye	5.4773
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.502
PM7_LUMO_Energy_ev	-1.63
PM7_COSMO_Area_square_ang	431.86
PM7_COSMO_Volue_cubic_ang	565.26
PM7_Electron_Affinity_ev	1.63
PM7_Ionization_Energy_ev	9.502
PM7_Energy_Gap_ev	7.872
PM7_Global_Hardness_ev	3.936
PM7_Global_Softness_ev	0.2540650406504065
PM7_Chemical_Potential_ev	-5.566
PM7_Electronigativity_ev	5.566
PM7_Back_Donation_Energy_ev	-0.984
PM7_Electrophilicity_ev	3.9355127032520327
OPENEYE_Name	(2~{R},3~{S})-~{N}-[(1~{S})-1-benzyl-2-oxo-2-thiazol-2-yl-ethyl]-3-(hydroxycarbamoyl)-2-isobutyl-hex-5-enamide
SMILES	c1ccc(cc1)CC(C(=O)c2nccs2)NC(=O)C(CC(C)C)C(C(=O)NO)CC=C
Canonical_SMILES	C=CC[C@@H]([C@H](C(=O)N[C@H](C(=O)c1nccs1)Cc1ccccc1)CC(C)C)C(=O)NO
InChI	1/C23H29N3O4S/c1-4-8-17(22(29)26-30)18(13-15(2)3)21(28)25-19(14-16-9-6-5-7-10-16)20(27)23-24-11-12-31-23/h4-7,9-12,15,17-19,30H,1,8,13-14H2,2-3H3,(H,25,28)(H,26,29)/f/h25-26H
InChI_3D	1S/C23H29N3O4S/c1-4-8-17(22(29)26-30)18(13-15(2)3)21(28)25-19(14-16-9-6-5-7-10-16)20(27)23-24-11-12-31-23/h4-7,9-12,15,17-19,30H,1,8,13-14H2,2-3H3,(H,25,28)(H,26,29)/t17-,18+,19-/m0/s1
AuxInfo	1/1/N:10,15,16,11,1,2,3,18,4,5,6,7,19,17,23,8,22,21,20,12,13,14,9,24,25,26,27,28,29,30,31/E:(2,3)(6,7)(9,10)/F:m/E:m/rA:60cCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;d4s5;;;d10;s9;;;;;s8;s11;;s12s17;s13s19;s14s18s21;s15s16s19;s6d9;s13s20;s14;d12;d13;d14;s26;s7s9;s1;s2;s3;s4;s5;s6;s7;s10;s10;s11;s15;s15;s15;s16;s16;s16;s17;s17;s18;s18;s19;s19;s20;s21;s22;s23;s25;s26;s30;/rC:3.4697,6.8926,0;2.5173,6.5876,0;4.2139,6.2246,0;2.307,5.6046,0;4.0036,5.2416,0;;-.3065,.9519,0;3.0491,4.9267,0;1.3131,.9519,0;6.3164,4.109,0;5.3649,3.8013,0;2.2646,1.2597,0;3.7594,1.0768,0;5.9244,1.6363,0;5.2967,-1.2973,0;4.1096,-2.066,0;2.683,3.2154,0;5.1557,2.8234,0;4.5281,-.1102,0;2.4738,2.2375,0;4.7373,.8676,0;4.9465,1.8455,0;4.3189,-1.0881,0;1.0014,0,0;3.4516,2.0283,0;6.2321,.6848,0;3.0068,.5895,0;3.0893,.3346,0;6.5945,2.3786,0;7.21,.4756,0;.5007,1.5426,0;3.5743,7.3815,0;2.1467,6.9232,0;4.6894,6.3792,0;1.8308,5.4522,0;4.3757,4.9077,0;-.2944,-.4041,0;-.7821,1.1062,0;6.421,4.5979,0;6.6875,3.7739,0;4.9938,4.1363,0;5.4013,-.8084,0;5.1921,-1.7862,0;5.7857,-1.4019,0;3.6207,-1.9614,0;4.5986,-2.1706,0;4.005,-2.5549,0;2.1941,3.32,0;3.1719,3.1108,0;4.6668,2.928,0;5.6446,2.7188,0;5.017,-.2148,0;4.0391,-.0056,0;1.9848,2.3421,0;5.2262,.763,0;4.4575,1.9501,0;3.8299,-.9835,0;3.7867,2.3994,0;5.897,.3137,0;7.3639,-.0001,0;
Duplicates	CHEMBL110153
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110153.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110153.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000110000-0000110249/CHEMBL110153.sdf