CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL108515_p0 (9110)

Formula C₂₅H₃₃N₃O₆S

MW 503.61

InChIKey LHZSYOAHKZZQNZ-VEORKLDJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 35

Number_Rings 2

Number_Bonds 69

Rotat_Bonds 16

Unbranched_Chain 5

Chiral_Centers 2

ONatoms 9

HB_Donor 4

HB_Acceptor 3

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 1

XLogP3 0

XLogP 2.97

logP 3.9805

PSA 157.44

MR 139.651

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -179.02839

PM7_Total_Energy_ev -6022.37399

PM7_Electronic_Energy_ev -50532.01466

PM7_Dipole_Debye 5.93436

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.451

PM7_LUMO_Energy_ev -0.909

PM7_COSMO_Area_square_ang 535.15

PM7_COSMO_Volue_cubic_ang 604.9

PM7_Electron_Affinity_ev 0.909

PM7_Ionization_Energy_ev 8.451

PM7_Energy_Gap_ev 7.542

PM7_Global_Hardness_ev 3.771

PM7_Global_Softness_ev 0.26518164942985945

PM7_Chemical_Potential_ev -4.68

PM7_Electronigativity_ev 4.68

PM7_Back_Donation_Energy_ev -0.94275

PM7_Electrophilicity_ev 2.9040572792362767

OPENEYE_Name (2~{S},3~{R})-3-amino-5-ethylsulfanyl-2-hydroxy-~{N}-[4-[[(~{E})-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]amino]phenyl]pentanamide

SMILES c1cc(ccc1NC(=O)C=Cc2cc(c(c(c2)OC)OC)OC)NC(=O)C(C(CCSCC)N)O

Canonical_SMILES CCSCC[C@H]([C@@H](C(=O)Nc1ccc(cc1)NC(=O)/C=C/c1cc(OC)c(c(c1)OC)OC)O)N

InChI 1/C25H33N3O6S/c1-5-35-13-12-19(26)23(30)25(31)28-18-9-7-17(8-10-18)27-22(29)11-6-16-14-20(32-2)24(34-4)21(15-16)33-3/h6-11,14-15,19,23,30H,5,12-13,26H2,1-4H3,(H,27,29)(H,28,31)/f/h27-28H

InChI_3D 1S/C25H33N3O6S/c1-5-35-13-12-19(26)23(30)25(31)28-18-9-7-17(8-10-18)27-22(29)11-6-16-14-20(32-2)24(34-4)21(15-16)33-3/h6-11,14-15,19,23,30H,5,12-13,26H2,1-4H3,(H,27,29)(H,28,31)/b11-6+/t19-,23+/m1/s1

AuxInfo 1/1/N:17,18,19,20,22,13,1,2,3,4,14,21,23,5,6,7,8,9,25,10,11,15,24,12,16,26,27,28,29,31,30,32,33,34,35/E:(2,3)(7,8)(9,10)(14,15)(20,21)(32,33)/F:m/E:m/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5s6;s1d2;s3d4;s5;d6;d10s11;s7;w13;s14;;;;;;;s17;s21;s16;s21s24;s25;s8s15;s9s16;d15;d16;s24;s10s18;s11s19;s12s20;s22s23;s1;s2;s3;s4;s5;s6;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s26;s27;s28;s31;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.5996,-4.4975,0;.8646,-4.4975,0;1.7321,-4,0;;0,2.0104,0;2.5996,-5.5027,0;.8646,-5.5027,0;1.7321,-6.0104,0;1.7321,-3,0;.866,-2.5,0;.866,-1.5,0;-.866,3.5104,0;-3.866,7.5104,0;4.3316,-5.4976,0;-.8675,-5.4976,0;2.5981,-7.5104,0;-.866,6.5104,0;-2.866,7.5104,0;-.866,7.5104,0;-.866,4.5104,0;-.866,5.5104,0;.134,5.5104,0;0,-1,0;0,3.0104,0;1.7321,-1,0;-1.7321,3.0104,0;-1.866,4.5104,0;3.467,-6.0001,0;-.0029,-6.0001,0;1.7321,-7.0104,0;-1.866,7.5104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0322,-4.2469,0;.4319,-4.2469,0;2.1651,-2.75,0;.433,-2.75,0;-3.866,7.0104,0;-3.866,8.0104,0;-4.366,7.5104,0;4.0803,-5.0653,0;4.5829,-5.9299,0;4.7639,-5.2463,0;-.6162,-5.0653,0;-1.1188,-5.9299,0;-1.2998,-5.2463,0;2.8481,-7.0774,0;2.3481,-7.9434,0;3.0311,-7.7604,0;-.366,6.5104,0;-1.366,6.5104,0;-2.866,8.0104,0;-2.866,7.0104,0;-.866,8.0104,0;-.366,7.5104,0;-.366,4.5104,0;-1.366,5.5104,0;.384,5.9434,0;.384,5.0774,0;-.433,-1.25,0;.433,3.2604,0;-2.116,4.0774,0;

Duplicates CHEMBL108515_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108515_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108515_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108515_p0.sdf

Formula	C₂₅H₃₃N₃O₆S
MW	503.61
InChIKey	LHZSYOAHKZZQNZ-VEORKLDJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	35
Number_Rings	2
Number_Bonds	69
Rotat_Bonds	16
Unbranched_Chain	5
Chiral_Centers	2
ONatoms	9
HB_Donor	4
HB_Acceptor	3
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	1
XLogP3	0
XLogP	2.97
logP	3.9805
PSA	157.44
MR	139.651
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-179.02839
PM7_Total_Energy_ev	-6022.37399
PM7_Electronic_Energy_ev	-50532.01466
PM7_Dipole_Debye	5.93436
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.451
PM7_LUMO_Energy_ev	-0.909
PM7_COSMO_Area_square_ang	535.15
PM7_COSMO_Volue_cubic_ang	604.9
PM7_Electron_Affinity_ev	0.909
PM7_Ionization_Energy_ev	8.451
PM7_Energy_Gap_ev	7.542
PM7_Global_Hardness_ev	3.771
PM7_Global_Softness_ev	0.26518164942985945
PM7_Chemical_Potential_ev	-4.68
PM7_Electronigativity_ev	4.68
PM7_Back_Donation_Energy_ev	-0.94275
PM7_Electrophilicity_ev	2.9040572792362767
OPENEYE_Name	(2~{S},3~{R})-3-amino-5-ethylsulfanyl-2-hydroxy-~{N}-[4-[[(~{E})-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]amino]phenyl]pentanamide
SMILES	c1cc(ccc1NC(=O)C=Cc2cc(c(c(c2)OC)OC)OC)NC(=O)C(C(CCSCC)N)O
Canonical_SMILES	CCSCC[C@H]([C@@H](C(=O)Nc1ccc(cc1)NC(=O)/C=C/c1cc(OC)c(c(c1)OC)OC)O)N
InChI	1/C25H33N3O6S/c1-5-35-13-12-19(26)23(30)25(31)28-18-9-7-17(8-10-18)27-22(29)11-6-16-14-20(32-2)24(34-4)21(15-16)33-3/h6-11,14-15,19,23,30H,5,12-13,26H2,1-4H3,(H,27,29)(H,28,31)/f/h27-28H
InChI_3D	1S/C25H33N3O6S/c1-5-35-13-12-19(26)23(30)25(31)28-18-9-7-17(8-10-18)27-22(29)11-6-16-14-20(32-2)24(34-4)21(15-16)33-3/h6-11,14-15,19,23,30H,5,12-13,26H2,1-4H3,(H,27,29)(H,28,31)/b11-6+/t19-,23+/m1/s1
AuxInfo	1/1/N:17,18,19,20,22,13,1,2,3,4,14,21,23,5,6,7,8,9,25,10,11,15,24,12,16,26,27,28,29,31,30,32,33,34,35/E:(2,3)(7,8)(9,10)(14,15)(20,21)(32,33)/F:m/E:m/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;d5s6;s1d2;s3d4;s5;d6;d10s11;s7;w13;s14;;;;;;;s17;s21;s16;s21s24;s25;s8s15;s9s16;d15;d16;s24;s10s18;s11s19;s12s20;s22s23;s1;s2;s3;s4;s5;s6;s13;s14;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s22;s22;s23;s23;s24;s25;s26;s26;s27;s28;s31;/rC:-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;2.5996,-4.4975,0;.8646,-4.4975,0;1.7321,-4,0;;0,2.0104,0;2.5996,-5.5027,0;.8646,-5.5027,0;1.7321,-6.0104,0;1.7321,-3,0;.866,-2.5,0;.866,-1.5,0;-.866,3.5104,0;-3.866,7.5104,0;4.3316,-5.4976,0;-.8675,-5.4976,0;2.5981,-7.5104,0;-.866,6.5104,0;-2.866,7.5104,0;-.866,7.5104,0;-.866,4.5104,0;-.866,5.5104,0;.134,5.5104,0;0,-1,0;0,3.0104,0;1.7321,-1,0;-1.7321,3.0104,0;-1.866,4.5104,0;3.467,-6.0001,0;-.0029,-6.0001,0;1.7321,-7.0104,0;-1.866,7.5104,0;-1.3001,.2469,0;1.3001,.2469,0;-1.3012,1.7514,0;1.3012,1.7514,0;3.0322,-4.2469,0;.4319,-4.2469,0;2.1651,-2.75,0;.433,-2.75,0;-3.866,7.0104,0;-3.866,8.0104,0;-4.366,7.5104,0;4.0803,-5.0653,0;4.5829,-5.9299,0;4.7639,-5.2463,0;-.6162,-5.0653,0;-1.1188,-5.9299,0;-1.2998,-5.2463,0;2.8481,-7.0774,0;2.3481,-7.9434,0;3.0311,-7.7604,0;-.366,6.5104,0;-1.366,6.5104,0;-2.866,8.0104,0;-2.866,7.0104,0;-.866,8.0104,0;-.366,7.5104,0;-.366,4.5104,0;-1.366,5.5104,0;.384,5.9434,0;.384,5.0774,0;-.433,-1.25,0;.433,3.2604,0;-2.116,4.0774,0;
Duplicates	CHEMBL108515_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108515_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108515_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000108500-0000108749/CHEMBL108515_p0.sdf