CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186735 (2528608)

Formula C₂₃H₂₀N₂O₄S₂

MW 452.54

InChIKey RWQKXWOZXRPGRP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.9

logP 5.0776

PSA 117.52

MR 130.38

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -70.38423

PM7_Total_Energy_ev -5001.7177

PM7_Electronic_Energy_ev -39219.4948

PM7_Dipole_Debye 7.35816

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.868

PM7_LUMO_Energy_ev -1.529

PM7_COSMO_Area_square_ang 447.81

PM7_COSMO_Volue_cubic_ang 520.25

PM7_Electron_Affinity_ev 1.529

PM7_Ionization_Energy_ev 7.868

PM7_Energy_Gap_ev 6.339

PM7_Global_Hardness_ev 3.1695

PM7_Global_Softness_ev 0.3155071777882947

PM7_Chemical_Potential_ev -4.6985

PM7_Electronigativity_ev 4.6985

PM7_Back_Donation_Energy_ev -0.792375

PM7_Electrophilicity_ev 3.482552808013882

OPENEYE_Name ethyl 2-[(5~{Z})-5-[(~{E})-3-(10-methylphenothiazin-3-yl)prop-2-enylidene]-2,4-dioxo-thiazolidin-3-yl]acetate

SMILES c1ccc2c(c1)N(c3ccc(cc3S2)C=CC=C4C(=O)N(C(=O)S4)CC(=O)OCC)C

Canonical_SMILES CCOC(=O)CN1C(=O)S/C(=CC=Cc2ccc3c(c2)Sc2c(N3C)cccc2)/C1=O

InChI 1/C23H20N2O4S2/c1-3-29-21(26)14-25-22(27)19(31-23(25)28)10-6-7-15-11-12-17-20(13-15)30-18-9-5-4-8-16(18)24(17)2/h4-13H,3,14H2,1-2H3

InChI_3D 1S/C23H20N2O4S2/c1-3-29-21(26)14-25-22(27)19(31-23(25)28)10-6-7-15-11-12-17-20(13-15)30-18-9-5-4-8-16(18)24(17)2/h4-13H,3,14H2,1-2H3/b7-6+,19-10-

AuxInfo 1/0/N:20,21,23,1,2,18,16,4,6,17,3,5,7,22,8,9,10,11,13,12,19,14,15,24,25,28,26,27,29,30,31/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;;s3d7;d4;s5;d6s9;s7d10;;s13;;s8;w13;w16s17;;;;s19;s20;s9s10s21;s14s15s22;d14;d15;d19;s19s23;s11s12;s13s15;s1;s2;s3;s4;s5;s6;s7;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;/rC:;0,-1.0057,0;5.2154,.0028,0;.8679,.5079,0;4.3415,.5094,0;.8679,-1.5033,0;4.3422,-1.5068,0;5.2158,-1.0053,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;8.6799,-1.0089,0;9.5918,-1.4194,0;9.7653,.1932,0;6.0813,-1.5062,0;7.8134,-1.508,0;6.9478,-1.0071,0;12.2514,-.8903,0;14.8298,-.2969,0;2.5985,1.5067,0;11.2572,-.7832,0;13.8355,-.1899,0;2.6012,.5067,0;10.2629,-.6761,0;9.797,-2.3981,0;10.1746,1.1056,0;12.6558,-1.8049,0;12.8413,-.0828,0;2.6038,-1.5046,0;8.7825,-.0139,0;-.4337,.2487,0;-.4326,-1.2564,0;5.6486,.2525,0;.8679,1.0079,0;4.3406,1.0094,0;.8677,-2.0033,0;4.3417,-2.0068,0;6.0808,-2.0062,0;7.8128,-2.008,0;6.9484,-.5071,0;14.8833,.2002,0;14.7762,-.7941,0;15.3269,-.3505,0;2.0985,1.5054,0;3.0985,1.508,0;2.5972,2.0067,0;11.2036,-1.2803,0;11.3107,-.2861,0;13.782,-.687,0;13.8891,.3073,0;

Duplicates CHEMBL5186735

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186735.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186735.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186735.sdf

Formula	C₂₃H₂₀N₂O₄S₂
MW	452.54
InChIKey	RWQKXWOZXRPGRP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.9
logP	5.0776
PSA	117.52
MR	130.38
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-70.38423
PM7_Total_Energy_ev	-5001.7177
PM7_Electronic_Energy_ev	-39219.4948
PM7_Dipole_Debye	7.35816
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.868
PM7_LUMO_Energy_ev	-1.529
PM7_COSMO_Area_square_ang	447.81
PM7_COSMO_Volue_cubic_ang	520.25
PM7_Electron_Affinity_ev	1.529
PM7_Ionization_Energy_ev	7.868
PM7_Energy_Gap_ev	6.339
PM7_Global_Hardness_ev	3.1695
PM7_Global_Softness_ev	0.3155071777882947
PM7_Chemical_Potential_ev	-4.6985
PM7_Electronigativity_ev	4.6985
PM7_Back_Donation_Energy_ev	-0.792375
PM7_Electrophilicity_ev	3.482552808013882
OPENEYE_Name	ethyl 2-[(5~{Z})-5-[(~{E})-3-(10-methylphenothiazin-3-yl)prop-2-enylidene]-2,4-dioxo-thiazolidin-3-yl]acetate
SMILES	c1ccc2c(c1)N(c3ccc(cc3S2)C=CC=C4C(=O)N(C(=O)S4)CC(=O)OCC)C
Canonical_SMILES	CCOC(=O)CN1C(=O)S/C(=CC=Cc2ccc3c(c2)Sc2c(N3C)cccc2)/C1=O
InChI	1/C23H20N2O4S2/c1-3-29-21(26)14-25-22(27)19(31-23(25)28)10-6-7-15-11-12-17-20(13-15)30-18-9-5-4-8-16(18)24(17)2/h4-13H,3,14H2,1-2H3
InChI_3D	1S/C23H20N2O4S2/c1-3-29-21(26)14-25-22(27)19(31-23(25)28)10-6-7-15-11-12-17-20(13-15)30-18-9-5-4-8-16(18)24(17)2/h4-13H,3,14H2,1-2H3/b7-6+,19-10-
AuxInfo	1/0/N:20,21,23,1,2,18,16,4,6,17,3,5,7,22,8,9,10,11,13,12,19,14,15,24,25,28,26,27,29,30,31/rA:51nCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSSHHHHHHHHHHHHHHHHHHHH/rB:d1;;s1;d3;s2;;s3d7;d4;s5;d6s9;s7d10;;s13;;s8;w13;w16s17;;;;s19;s20;s9s10s21;s14s15s22;d14;d15;d19;s19s23;s11s12;s13s15;s1;s2;s3;s4;s5;s6;s7;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;/rC:;0,-1.0057,0;5.2154,.0028,0;.8679,.5079,0;4.3415,.5094,0;.8679,-1.5033,0;4.3422,-1.5068,0;5.2158,-1.0053,0;1.7358,0,0;3.4735,.0022,0;1.7371,-1.0057,0;3.4738,-1.0059,0;8.6799,-1.0089,0;9.5918,-1.4194,0;9.7653,.1932,0;6.0813,-1.5062,0;7.8134,-1.508,0;6.9478,-1.0071,0;12.2514,-.8903,0;14.8298,-.2969,0;2.5985,1.5067,0;11.2572,-.7832,0;13.8355,-.1899,0;2.6012,.5067,0;10.2629,-.6761,0;9.797,-2.3981,0;10.1746,1.1056,0;12.6558,-1.8049,0;12.8413,-.0828,0;2.6038,-1.5046,0;8.7825,-.0139,0;-.4337,.2487,0;-.4326,-1.2564,0;5.6486,.2525,0;.8679,1.0079,0;4.3406,1.0094,0;.8677,-2.0033,0;4.3417,-2.0068,0;6.0808,-2.0062,0;7.8128,-2.008,0;6.9484,-.5071,0;14.8833,.2002,0;14.7762,-.7941,0;15.3269,-.3505,0;2.0985,1.5054,0;3.0985,1.508,0;2.5972,2.0067,0;11.2036,-1.2803,0;11.3107,-.2861,0;13.782,-.687,0;13.8891,.3073,0;
Duplicates	CHEMBL5186735
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186735.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186735.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186500-0005186749/CHEMBL5186735.sdf