CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL111560_s0 (12606)

Formula C₂₀H₂₀N₂O₅

MW 368.39

InChIKey USPASZMTYOACPK-PKSOQXRJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 49

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.86

logP 2.506

PSA 84.94

MR 101.615

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -127.86103

PM7_Total_Energy_ev -4574.34694

PM7_Electronic_Energy_ev -36749.31747

PM7_Dipole_Debye 2.57758

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.471

PM7_LUMO_Energy_ev -1.224

PM7_COSMO_Area_square_ang 375.46

PM7_COSMO_Volue_cubic_ang 430.24

PM7_Electron_Affinity_ev 1.224

PM7_Ionization_Energy_ev 8.471

PM7_Energy_Gap_ev 7.247

PM7_Global_Hardness_ev 3.6235

PM7_Global_Softness_ev 0.27597626604112047

PM7_Chemical_Potential_ev -4.8475

PM7_Electronigativity_ev 4.8475

PM7_Back_Donation_Energy_ev -0.905875

PM7_Electrophilicity_ev 3.242480509176211

OPENEYE_Name (3~{S})-3-(3,4-dimethoxyphenyl)-3-(1,3-dioxoisoindolin-2-yl)-~{N}-methyl-propanamide

SMILES c1ccc2c(c1)C(=O)N(C2=O)C(c3ccc(c(c3)OC)OC)CC(=O)NC

Canonical_SMILES CNC(=O)C[C@H](N1C(=O)c2c(C1=O)cccc2)c1ccc(c(c1)OC)OC

InChI 1/C20H20N2O5/c1-21-18(23)11-15(12-8-9-16(26-2)17(10-12)27-3)22-19(24)13-6-4-5-7-14(13)20(22)25/h4-10,15H,11H2,1-3H3,(H,21,23)/f/h21H

InChI_3D 1S/C20H20N2O5/c1-21-18(23)11-15(12-8-9-16(26-2)17(10-12)27-3)22-19(24)13-6-4-5-7-14(13)20(22)25/h4-10,15H,11H2,1-3H3,(H,21,23)/t15-/m0/s1

AuxInfo 1/1/N:16,17,18,1,2,3,4,5,6,7,19,10,8,9,20,11,12,15,13,14,22,21,25,23,24,26,27/E:(4,5)(6,7)(13,14)(19,20)(24,25)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;d4s8;s5d7;s6;s7d11;s8;s9;;;;;s15;s10s19;s13s14s20;s15s16;d13;d14;d15;s11s17;s12s18;s1;s2;s3;s4;s5;s6;s7;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s22;/rC:;0,-1.0058,0;.868,.5079,0;.868,-1.5037,0;5.7871,-1.3688,0;6.7871,-1.3731,0;5.7896,.3663,0;1.736,0,0;1.736,-1.0071,0;5.2858,-.5035,0;7.291,-.5032,0;6.7947,.3709,0;2.6938,.311,0;2.6938,-1.3184,0;4.2859,-2.5035,0;5.152,-4.0035,0;8.7872,-1.3758,0;8.2959,1.2348,0;4.2859,-1.5035,0;4.2858,-.5035,0;3.2858,-.5036,0;5.152,-3.0035,0;3.0029,1.262,0;3.0028,-2.2695,0;3.4199,-3.0036,0;8.2909,-.5076,0;7.296,1.2362,0;-.4337,.2487,0;-.4327,-1.2564,0;.868,1.0079,0;.8677,-2.0037,0;5.5365,-1.8014,0;7.0359,-1.8068,0;5.5389,.799,0;5.652,-4.0035,0;4.652,-4.0035,0;5.1521,-4.5035,0;8.3531,-1.6239,0;9.2213,-1.1277,0;9.0353,-1.8099,0;8.2953,.7348,0;8.2966,1.7348,0;8.7959,1.2341,0;3.7859,-1.5036,0;4.7859,-1.5035,0;4.2858,-.0035,0;5.585,-2.7535,0;

Duplicates CHEMBL111560_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111560_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111560_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111560_s0.sdf

Formula	C₂₀H₂₀N₂O₅
MW	368.39
InChIKey	USPASZMTYOACPK-PKSOQXRJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	49
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.86
logP	2.506
PSA	84.94
MR	101.615
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-127.86103
PM7_Total_Energy_ev	-4574.34694
PM7_Electronic_Energy_ev	-36749.31747
PM7_Dipole_Debye	2.57758
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.471
PM7_LUMO_Energy_ev	-1.224
PM7_COSMO_Area_square_ang	375.46
PM7_COSMO_Volue_cubic_ang	430.24
PM7_Electron_Affinity_ev	1.224
PM7_Ionization_Energy_ev	8.471
PM7_Energy_Gap_ev	7.247
PM7_Global_Hardness_ev	3.6235
PM7_Global_Softness_ev	0.27597626604112047
PM7_Chemical_Potential_ev	-4.8475
PM7_Electronigativity_ev	4.8475
PM7_Back_Donation_Energy_ev	-0.905875
PM7_Electrophilicity_ev	3.242480509176211
OPENEYE_Name	(3~{S})-3-(3,4-dimethoxyphenyl)-3-(1,3-dioxoisoindolin-2-yl)-~{N}-methyl-propanamide
SMILES	c1ccc2c(c1)C(=O)N(C2=O)C(c3ccc(c(c3)OC)OC)CC(=O)NC
Canonical_SMILES	CNC(=O)C[C@H](N1C(=O)c2c(C1=O)cccc2)c1ccc(c(c1)OC)OC
InChI	1/C20H20N2O5/c1-21-18(23)11-15(12-8-9-16(26-2)17(10-12)27-3)22-19(24)13-6-4-5-7-14(13)20(22)25/h4-10,15H,11H2,1-3H3,(H,21,23)/f/h21H
InChI_3D	1S/C20H20N2O5/c1-21-18(23)11-15(12-8-9-16(26-2)17(10-12)27-3)22-19(24)13-6-4-5-7-14(13)20(22)25/h4-10,15H,11H2,1-3H3,(H,21,23)/t15-/m0/s1
AuxInfo	1/1/N:16,17,18,1,2,3,4,5,6,7,19,10,8,9,20,11,12,15,13,14,22,21,25,23,24,26,27/E:(4,5)(6,7)(13,14)(19,20)(24,25)/F:m/E:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNOOOOOHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;;d5;;d3;d4s8;s5d7;s6;s7d11;s8;s9;;;;;s15;s10s19;s13s14s20;s15s16;d13;d14;d15;s11s17;s12s18;s1;s2;s3;s4;s5;s6;s7;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s22;/rC:;0,-1.0058,0;.868,.5079,0;.868,-1.5037,0;5.7871,-1.3688,0;6.7871,-1.3731,0;5.7896,.3663,0;1.736,0,0;1.736,-1.0071,0;5.2858,-.5035,0;7.291,-.5032,0;6.7947,.3709,0;2.6938,.311,0;2.6938,-1.3184,0;4.2859,-2.5035,0;5.152,-4.0035,0;8.7872,-1.3758,0;8.2959,1.2348,0;4.2859,-1.5035,0;4.2858,-.5035,0;3.2858,-.5036,0;5.152,-3.0035,0;3.0029,1.262,0;3.0028,-2.2695,0;3.4199,-3.0036,0;8.2909,-.5076,0;7.296,1.2362,0;-.4337,.2487,0;-.4327,-1.2564,0;.868,1.0079,0;.8677,-2.0037,0;5.5365,-1.8014,0;7.0359,-1.8068,0;5.5389,.799,0;5.652,-4.0035,0;4.652,-4.0035,0;5.1521,-4.5035,0;8.3531,-1.6239,0;9.2213,-1.1277,0;9.0353,-1.8099,0;8.2953,.7348,0;8.2966,1.7348,0;8.7959,1.2341,0;3.7859,-1.5036,0;4.7859,-1.5035,0;4.2858,-.0035,0;5.585,-2.7535,0;
Duplicates	CHEMBL111560_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111560_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111560_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000111500-0000111749/CHEMBL111560_s0.sdf