CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16821_p0_t0 (13111)

Formula C₂₂H₂₂N₄O₄S

MW 438.5

InChIKey AREYWCZYVPSHGS-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 5

Number_Bonds 57

Rotat_Bonds 5

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.05

logP 2.5488

PSA 120.04

MR 128.929

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -63.92902

PM7_Total_Energy_ev -5101.10639

PM7_Electronic_Energy_ev -41908.41202

PM7_Dipole_Debye 4.76084

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.573

PM7_LUMO_Energy_ev -1.399

PM7_COSMO_Area_square_ang 429.37

PM7_COSMO_Volue_cubic_ang 497.68

PM7_Electron_Affinity_ev 1.399

PM7_Ionization_Energy_ev 8.573

PM7_Energy_Gap_ev 7.174

PM7_Global_Hardness_ev 3.587

PM7_Global_Softness_ev 0.2787844995818233

PM7_Chemical_Potential_ev -4.986

PM7_Electronigativity_ev 4.986

PM7_Back_Donation_Energy_ev -0.89675

PM7_Electrophilicity_ev 3.465318650683022

OPENEYE_Name 3-[[(3~{Z})-3-[[4-(morpholinomethyl)-1~{H}-pyrrol-2-yl]methylene]-2-oxo-indolin-5-yl]methyl]thiazolidine-2,4-dione

SMILES c1cc2c(cc1CN3C(=O)CSC3=O)C(=Cc4cc(c[nH]4)CN5CCOCC5)C(=O)N2

Canonical_SMILES O=C1SCC(=O)N1Cc1ccc2c(c1)/C(=C/c1[nH]cc(c1)CN1CCOCC1)/C(=O)N2

InChI 1/C22H22N4O4S/c27-20-13-31-22(29)26(20)12-14-1-2-19-17(8-14)18(21(28)24-19)9-16-7-15(10-23-16)11-25-3-5-30-6-4-25/h1-2,7-10,23H,3-6,11-13H2,(H,24,28)/f/h24H

InChI_3D 1S/C22H22N4O4S/c27-20-13-31-22(29)26(20)12-14-1-2-19-17(8-14)18(21(28)24-19)9-16-7-15(10-23-16)11-25-3-5-30-6-4-25/h1-2,7-10,23H,3-6,11-13H2,(H,24,28)/b18-9-

AuxInfo 1/1/N:1,2,17,18,19,20,4,3,15,5,22,21,16,7,8,10,6,11,9,13,12,14,23,24,26,25,28,27,29,30,31/E:(3,4)(5,6)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;s1d3;s4d5;s2d6;d4;s6;s11;;;s10w11;s13;;;s17;s18;s7;s8;s5s10;s9s12;s13s14s21;s17s18s22;d12;d13;d14;s19s20;s14s16;s1;s2;s3;s4;s5;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;/rC:0,1.0058,0;.868,1.5138,0;.868,-.4978,0;5.1184,-2.5422,0;6.3255,-1.4589,0;1.736,-.0012,0;;6.1145,-2.438,0;1.736,1.0058,0;4.7145,-1.6275,0;2.6938,-.3125,0;3.2858,.5023,0;-2.6456,-.5955,0;-1.8327,-1.9989,0;3.0028,-1.2636,0;-3.3125,-1.3406,0;8.4282,-3.7174,0;7.1369,-4.8762,0;9.0995,-4.4655,0;7.8082,-5.6243,0;-.8653,-.5013,0;6.7824,-3.1823,0;5.4559,-.9559,0;2.6938,1.3169,0;-1.7306,-1.0025,0;7.4502,-3.9265,0;4.2858,.5024,0;-2.8551,.3823,0;-1.0885,-2.6668,0;8.793,-5.4228,0;-2.8151,-2.2084,0;-.4337,1.2545,0;.868,2.0138,0;.8677,-.9978,0;4.8676,-2.9748,0;6.7827,-1.2564,0;2.6682,-1.6351,0;-3.6474,-.9694,0;-3.7173,-1.6341,0;8.2407,-3.2539,0;8.8524,-3.4527,0;6.828,-5.2694,0;6.6962,-4.6399,0;9.4072,-4.0714,0;9.5415,-4.6993,0;7.9929,-6.089,0;7.3833,-5.8877,0;-1.1159,-.0686,0;-.6147,-.9339,0;7.1545,-2.8483,0;6.4102,-3.5162,0;5.4031,-.4587,0;2.8483,1.7924,0;

Duplicates DB16821_p0_t0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16821_p0_t0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16821_p0_t0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16821_p0_t0.sdf

Formula	C₂₂H₂₂N₄O₄S
MW	438.5
InChIKey	AREYWCZYVPSHGS-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	5
Number_Bonds	57
Rotat_Bonds	5
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.05
logP	2.5488
PSA	120.04
MR	128.929
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-63.92902
PM7_Total_Energy_ev	-5101.10639
PM7_Electronic_Energy_ev	-41908.41202
PM7_Dipole_Debye	4.76084
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.573
PM7_LUMO_Energy_ev	-1.399
PM7_COSMO_Area_square_ang	429.37
PM7_COSMO_Volue_cubic_ang	497.68
PM7_Electron_Affinity_ev	1.399
PM7_Ionization_Energy_ev	8.573
PM7_Energy_Gap_ev	7.174
PM7_Global_Hardness_ev	3.587
PM7_Global_Softness_ev	0.2787844995818233
PM7_Chemical_Potential_ev	-4.986
PM7_Electronigativity_ev	4.986
PM7_Back_Donation_Energy_ev	-0.89675
PM7_Electrophilicity_ev	3.465318650683022
OPENEYE_Name	3-[[(3~{Z})-3-[[4-(morpholinomethyl)-1~{H}-pyrrol-2-yl]methylene]-2-oxo-indolin-5-yl]methyl]thiazolidine-2,4-dione
SMILES	c1cc2c(cc1CN3C(=O)CSC3=O)C(=Cc4cc(c[nH]4)CN5CCOCC5)C(=O)N2
Canonical_SMILES	O=C1SCC(=O)N1Cc1ccc2c(c1)/C(=C/c1[nH]cc(c1)CN1CCOCC1)/C(=O)N2
InChI	1/C22H22N4O4S/c27-20-13-31-22(29)26(20)12-14-1-2-19-17(8-14)18(21(28)24-19)9-16-7-15(10-23-16)11-25-3-5-30-6-4-25/h1-2,7-10,23H,3-6,11-13H2,(H,24,28)/f/h24H
InChI_3D	1S/C22H22N4O4S/c27-20-13-31-22(29)26(20)12-14-1-2-19-17(8-14)18(21(28)24-19)9-16-7-15(10-23-16)11-25-3-5-30-6-4-25/h1-2,7-10,23H,3-6,11-13H2,(H,24,28)/b18-9-
AuxInfo	1/1/N:1,2,17,18,19,20,4,3,15,5,22,21,16,7,8,10,6,11,9,13,12,14,23,24,26,25,28,27,29,30,31/E:(3,4)(5,6)/F:m/E:m/rA:53nCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s3;s1d3;s4d5;s2d6;d4;s6;s11;;;s10w11;s13;;;s17;s18;s7;s8;s5s10;s9s12;s13s14s21;s17s18s22;d12;d13;d14;s19s20;s14s16;s1;s2;s3;s4;s5;s15;s16;s16;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s24;/rC:0,1.0058,0;.868,1.5138,0;.868,-.4978,0;5.1184,-2.5422,0;6.3255,-1.4589,0;1.736,-.0012,0;;6.1145,-2.438,0;1.736,1.0058,0;4.7145,-1.6275,0;2.6938,-.3125,0;3.2858,.5023,0;-2.6456,-.5955,0;-1.8327,-1.9989,0;3.0028,-1.2636,0;-3.3125,-1.3406,0;8.4282,-3.7174,0;7.1369,-4.8762,0;9.0995,-4.4655,0;7.8082,-5.6243,0;-.8653,-.5013,0;6.7824,-3.1823,0;5.4559,-.9559,0;2.6938,1.3169,0;-1.7306,-1.0025,0;7.4502,-3.9265,0;4.2858,.5024,0;-2.8551,.3823,0;-1.0885,-2.6668,0;8.793,-5.4228,0;-2.8151,-2.2084,0;-.4337,1.2545,0;.868,2.0138,0;.8677,-.9978,0;4.8676,-2.9748,0;6.7827,-1.2564,0;2.6682,-1.6351,0;-3.6474,-.9694,0;-3.7173,-1.6341,0;8.2407,-3.2539,0;8.8524,-3.4527,0;6.828,-5.2694,0;6.6962,-4.6399,0;9.4072,-4.0714,0;9.5415,-4.6993,0;7.9929,-6.089,0;7.3833,-5.8877,0;-1.1159,-.0686,0;-.6147,-.9339,0;7.1545,-2.8483,0;6.4102,-3.5162,0;5.4031,-.4587,0;2.8483,1.7924,0;
Duplicates	DB16821_p0_t0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16821_p0_t0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16821_p0_t0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016750-0000016999/DB16821_p0_t0.sdf