CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5198705 (2541630)

Formula C₂₀H₂₈N₂O₂S₂

MW 392.57

InChIKey YBSBDQQEWGNKCR-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 26

Number_Rings 2

Number_Bonds 55

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 2

ONatoms 4

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 3.43

logP 3.7312

PSA 100.01

MR 120.618

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -54.57501

PM7_Total_Energy_ev -4151.2231

PM7_Electronic_Energy_ev -36604.0208

PM7_Dipole_Debye 1.6579

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.775

PM7_LUMO_Energy_ev -0.385

PM7_COSMO_Area_square_ang 388.45

PM7_COSMO_Volue_cubic_ang 495.53

PM7_Electron_Affinity_ev 0.385

PM7_Ionization_Energy_ev 8.775

PM7_Energy_Gap_ev 8.39

PM7_Global_Hardness_ev 4.195

PM7_Global_Softness_ev 0.23837902264600716

PM7_Chemical_Potential_ev -4.58

PM7_Electronigativity_ev 4.58

PM7_Back_Donation_Energy_ev -1.04875

PM7_Electrophilicity_ev 2.5001668653158524

OPENEYE_Name (3~{R},6~{R})-1-methyl-6-[[4-(4-methylpent-3-enyl)phenyl]methyl]-3,6-bis(methylsulfanyl)piperazine-2,5-dione

SMILES c1cc(ccc1CC2(C(=O)NC(C(=O)N2C)SC)SC)CCC=C(C)C

Canonical_SMILES CS[C@H]1NC(=O)[C@](N(C1=O)C)(SC)Cc1ccc(cc1)CCC=C(C)C

InChI 1/C20H28N2O2S2/c1-14(2)7-6-8-15-9-11-16(12-10-15)13-20(26-5)19(24)21-17(25-4)18(23)22(20)3/h7,9-12,17H,6,8,13H2,1-5H3,(H,21,24)/f/h21H

InChI_3D 1S/C20H28N2O2S2/c1-14(2)7-6-8-15-9-11-16(12-10-15)13-20(26-5)19(24)21-17(25-4)18(23)22(20)3/h7,9-12,17H,6,8,13H2,1-5H3,(H,21,24)/t17-,20-/m1/s1

AuxInfo 1/1/N:13,14,15,16,17,20,9,19,3,4,1,2,18,10,6,5,11,7,8,12,21,22,23,24,25,26/E:(1,2)(9,10)(11,12)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCNNOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;d9;s7;s8;s10;s10;;;;s5s12;s6;s9s19;s8s11;s7s12s15;d7;d8;s11s16;s12s17;s1;s2;s3;s4;s9;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;/rC:5.0842,1.289,0;4.7796,-.419,0;6.0737,1.1126,0;5.7692,-.5955,0;4.4421,.5223,0;6.4213,.1694,0;0,1.0051,0;1.7348,0,0;9.3747,-.3572,0;9.7149,-1.2976,0;;1.7348,1.0051,0;9.0706,-2.0624,0;10.6994,-1.4731,0;.8674,2.5126,0;-.6806,-1.8806,0;2.6853,3.5856,0;3.4576,.6979,0;7.4057,-.0061,0;8.3902,-.1817,0;.8674,-.4976,0;.8674,1.5126,0;-.8675,1.5026,0;2.6001,-.5012,0;-.3403,-.9403,0;2.3397,2.6472,0;4.9134,1.759,0;4.4569,-.8009,0;6.3947,1.4959,0;5.9379,-1.0661,0;9.6968,.0252,0;-.4925,.0864,0;9.453,-2.3845,0;8.6882,-1.7402,0;8.7485,-2.4448,0;10.6116,-1.9653,0;10.7871,-.9809,0;11.1916,-1.5609,0;.3674,2.5126,0;1.3674,2.5126,0;.8674,3.0126,0;-.2104,-2.0508,0;-1.1507,-1.7105,0;-.8507,-2.3508,0;3.1545,3.4128,0;2.2161,3.7584,0;2.8581,4.0548,0;3.3699,.2057,0;3.5454,1.1901,0;7.4935,.4861,0;7.318,-.4983,0;8.3024,-.6739,0;8.478,.3106,0;.8674,-.9976,0;

Duplicates CHEMBL5198705

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198705.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198705.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198705.sdf

Formula	C₂₀H₂₈N₂O₂S₂
MW	392.57
InChIKey	YBSBDQQEWGNKCR-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	26
Number_Rings	2
Number_Bonds	55
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	2
ONatoms	4
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	3.43
logP	3.7312
PSA	100.01
MR	120.618
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-54.57501
PM7_Total_Energy_ev	-4151.2231
PM7_Electronic_Energy_ev	-36604.0208
PM7_Dipole_Debye	1.6579
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.775
PM7_LUMO_Energy_ev	-0.385
PM7_COSMO_Area_square_ang	388.45
PM7_COSMO_Volue_cubic_ang	495.53
PM7_Electron_Affinity_ev	0.385
PM7_Ionization_Energy_ev	8.775
PM7_Energy_Gap_ev	8.39
PM7_Global_Hardness_ev	4.195
PM7_Global_Softness_ev	0.23837902264600716
PM7_Chemical_Potential_ev	-4.58
PM7_Electronigativity_ev	4.58
PM7_Back_Donation_Energy_ev	-1.04875
PM7_Electrophilicity_ev	2.5001668653158524
OPENEYE_Name	(3~{R},6~{R})-1-methyl-6-[[4-(4-methylpent-3-enyl)phenyl]methyl]-3,6-bis(methylsulfanyl)piperazine-2,5-dione
SMILES	c1cc(ccc1CC2(C(=O)NC(C(=O)N2C)SC)SC)CCC=C(C)C
Canonical_SMILES	CS[C@H]1NC(=O)[C@](N(C1=O)C)(SC)Cc1ccc(cc1)CCC=C(C)C
InChI	1/C20H28N2O2S2/c1-14(2)7-6-8-15-9-11-16(12-10-15)13-20(26-5)19(24)21-17(25-4)18(23)22(20)3/h7,9-12,17H,6,8,13H2,1-5H3,(H,21,24)/f/h21H
InChI_3D	1S/C20H28N2O2S2/c1-14(2)7-6-8-15-9-11-16(12-10-15)13-20(26-5)19(24)21-17(25-4)18(23)22(20)3/h7,9-12,17H,6,8,13H2,1-5H3,(H,21,24)/t17-,20-/m1/s1
AuxInfo	1/1/N:13,14,15,16,17,20,9,19,3,4,1,2,18,10,6,5,11,7,8,12,21,22,23,24,25,26/E:(1,2)(9,10)(11,12)/F:m/E:m/rA:54cCCCCCCCCCCCCCCCCCCCCNNOOSSHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;s3d4;;;;d9;s7;s8;s10;s10;;;;s5s12;s6;s9s19;s8s11;s7s12s15;d7;d8;s11s16;s12s17;s1;s2;s3;s4;s9;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s20;s21;/rC:5.0842,1.289,0;4.7796,-.419,0;6.0737,1.1126,0;5.7692,-.5955,0;4.4421,.5223,0;6.4213,.1694,0;0,1.0051,0;1.7348,0,0;9.3747,-.3572,0;9.7149,-1.2976,0;;1.7348,1.0051,0;9.0706,-2.0624,0;10.6994,-1.4731,0;.8674,2.5126,0;-.6806,-1.8806,0;2.6853,3.5856,0;3.4576,.6979,0;7.4057,-.0061,0;8.3902,-.1817,0;.8674,-.4976,0;.8674,1.5126,0;-.8675,1.5026,0;2.6001,-.5012,0;-.3403,-.9403,0;2.3397,2.6472,0;4.9134,1.759,0;4.4569,-.8009,0;6.3947,1.4959,0;5.9379,-1.0661,0;9.6968,.0252,0;-.4925,.0864,0;9.453,-2.3845,0;8.6882,-1.7402,0;8.7485,-2.4448,0;10.6116,-1.9653,0;10.7871,-.9809,0;11.1916,-1.5609,0;.3674,2.5126,0;1.3674,2.5126,0;.8674,3.0126,0;-.2104,-2.0508,0;-1.1507,-1.7105,0;-.8507,-2.3508,0;3.1545,3.4128,0;2.2161,3.7584,0;2.8581,4.0548,0;3.3699,.2057,0;3.5454,1.1901,0;7.4935,.4861,0;7.318,-.4983,0;8.3024,-.6739,0;8.478,.3106,0;.8674,-.9976,0;
Duplicates	CHEMBL5198705
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198705.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198705.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005198500-0005198749/CHEMBL5198705.sdf