CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5189139_p0 (2531187)

Formula C₂₄H₁₈N₂O₄S₂

MW 462.54

InChIKey MSMFTFJQWDHRBP-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 5

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 1

HB_Acceptor 3

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.68

logP 4.8503

PSA 136.65

MR 134.532

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -37.77075

PM7_Total_Energy_ev -5096.67195

PM7_Electronic_Energy_ev -41802.51609

PM7_Dipole_Debye 7.69065

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.704

PM7_LUMO_Energy_ev -1.512

PM7_COSMO_Area_square_ang 436.8

PM7_COSMO_Volue_cubic_ang 509.93

PM7_Electron_Affinity_ev 1.512

PM7_Ionization_Energy_ev 8.704

PM7_Energy_Gap_ev 7.192

PM7_Global_Hardness_ev 3.596

PM7_Global_Softness_ev 0.27808676307007785

PM7_Chemical_Potential_ev -5.108

PM7_Electronigativity_ev 5.108

PM7_Back_Donation_Energy_ev -0.899

PM7_Electrophilicity_ev 3.62787319243604

OPENEYE_Name (2~{E},5~{Z})-5-(benzothiophen-3-ylmethylene)-3-(2-hydroxyethyl)-2-(4-methyl-2-oxo-chromen-7-yl)imino-thiazolidin-4-one

SMILES c1ccc2c(c1)c(cs2)C=C3C(=O)N(C(=Nc4ccc5c(c4)oc(=O)cc5C)S3)CCO

Canonical_SMILES OCCN1/C(=Nc2ccc3c(c2)oc(=O)cc3C)/S/C(=Cc2csc3c2cccc3)/C1=O

InChI 1/C24H18N2O4S2/c1-14-10-22(28)30-19-12-16(6-7-17(14)19)25-24-26(8-9-27)23(29)21(32-24)11-15-13-31-20-5-3-2-4-18(15)20/h2-7,10-13,27H,8-9H2,1H3

InChI_3D 1S/C24H18N2O4S2/c1-14-10-22(28)30-19-12-16(6-7-17(14)19)25-24-26(8-9-27)23(29)21(32-24)11-15-13-31-20-5-3-2-4-18(15)20/h2-7,10-13,27H,8-9H2,1H3/b21-11-,25-24+

AuxInfo 1/0/N:22,1,2,3,6,5,4,23,24,15,21,7,8,16,11,12,10,9,13,14,17,19,18,20,25,26,30,28,27,29,31,32/rA:50nCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSSHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;;;d3;s4;d8s9;s5d7;s7d10;d6s9;;s10d15;;s17;s15;;s11w17;s16;;s23;s12w20;s18s20s23;d18;d19;s13s19;s24;s8s14;s17s20;s1;s2;s3;s4;s5;s6;s7;s8;s15;s21;s22;s22;s22;s23;s23;s24;s24;s30;/rC:-4.1126,2.8298,0;-4.0079,3.8302,0;-3.3011,2.2444,0;1.9345,3.8877,0;1.7253,2.9092,0;-3.0917,4.2451,0;3.4317,2.5442,0;-.7924,2.9874,0;-2.3862,2.6479,0;2.8838,4.2021,0;-1.466,2.2386,0;2.4738,2.2375,0;3.6342,3.5306,0;-2.2813,3.6495,0;4.0442,5.4988,0;3.089,5.1823,0;-.3065,.9519,0;;4.7946,4.8272,0;1.3131,.9519,0;-1.2577,1.2606,0;2.3429,5.8482,0;1.5883,-.8097,0;2.1751,-1.6194,0;2.2646,1.2597,0;1.0014,0,0;-.5889,-.8082,0;5.7444,5.14,0;4.5898,3.8391,0;2.762,-2.4291,0;-1.2963,3.8592,0;.5007,1.5426,0;-4.569,2.6256,0;-4.4134,4.1227,0;-3.3534,1.7471,0;1.5622,4.2215,0;1.2498,2.7546,0;-3.0397,4.7423,0;3.8037,2.2101,0;-.2951,2.9353,0;4.1461,5.9883,0;-1.6291,.9258,0;2.6758,6.2212,0;1.9699,6.1811,0;2.01,5.4751,0;1.1834,-1.1031,0;1.9931,-.5163,0;2.58,-1.3259,0;1.7703,-1.9128,0;3.2593,-2.3774,0;

Duplicates CHEMBL5189139_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189139_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189139_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189139_p0.sdf

Formula	C₂₄H₁₈N₂O₄S₂
MW	462.54
InChIKey	MSMFTFJQWDHRBP-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	5
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	1
HB_Acceptor	3
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.68
logP	4.8503
PSA	136.65
MR	134.532
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-37.77075
PM7_Total_Energy_ev	-5096.67195
PM7_Electronic_Energy_ev	-41802.51609
PM7_Dipole_Debye	7.69065
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.704
PM7_LUMO_Energy_ev	-1.512
PM7_COSMO_Area_square_ang	436.8
PM7_COSMO_Volue_cubic_ang	509.93
PM7_Electron_Affinity_ev	1.512
PM7_Ionization_Energy_ev	8.704
PM7_Energy_Gap_ev	7.192
PM7_Global_Hardness_ev	3.596
PM7_Global_Softness_ev	0.27808676307007785
PM7_Chemical_Potential_ev	-5.108
PM7_Electronigativity_ev	5.108
PM7_Back_Donation_Energy_ev	-0.899
PM7_Electrophilicity_ev	3.62787319243604
OPENEYE_Name	(2~{E},5~{Z})-5-(benzothiophen-3-ylmethylene)-3-(2-hydroxyethyl)-2-(4-methyl-2-oxo-chromen-7-yl)imino-thiazolidin-4-one
SMILES	c1ccc2c(c1)c(cs2)C=C3C(=O)N(C(=Nc4ccc5c(c4)oc(=O)cc5C)S3)CCO
Canonical_SMILES	OCCN1/C(=Nc2ccc3c(c2)oc(=O)cc3C)/S/C(=Cc2csc3c2cccc3)/C1=O
InChI	1/C24H18N2O4S2/c1-14-10-22(28)30-19-12-16(6-7-17(14)19)25-24-26(8-9-27)23(29)21(32-24)11-15-13-31-20-5-3-2-4-18(15)20/h2-7,10-13,27H,8-9H2,1H3
InChI_3D	1S/C24H18N2O4S2/c1-14-10-22(28)30-19-12-16(6-7-17(14)19)25-24-26(8-9-27)23(29)21(32-24)11-15-13-31-20-5-3-2-4-18(15)20/h2-7,10-13,27H,8-9H2,1H3/b21-11-,25-24+
AuxInfo	1/0/N:22,1,2,3,6,5,4,23,24,15,21,7,8,16,11,12,10,9,13,14,17,19,18,20,25,26,30,28,27,29,31,32/rA:50nCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSSHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;;;d3;s4;d8s9;s5d7;s7d10;d6s9;;s10d15;;s17;s15;;s11w17;s16;;s23;s12w20;s18s20s23;d18;d19;s13s19;s24;s8s14;s17s20;s1;s2;s3;s4;s5;s6;s7;s8;s15;s21;s22;s22;s22;s23;s23;s24;s24;s30;/rC:-4.1126,2.8298,0;-4.0079,3.8302,0;-3.3011,2.2444,0;1.9345,3.8877,0;1.7253,2.9092,0;-3.0917,4.2451,0;3.4317,2.5442,0;-.7924,2.9874,0;-2.3862,2.6479,0;2.8838,4.2021,0;-1.466,2.2386,0;2.4738,2.2375,0;3.6342,3.5306,0;-2.2813,3.6495,0;4.0442,5.4988,0;3.089,5.1823,0;-.3065,.9519,0;;4.7946,4.8272,0;1.3131,.9519,0;-1.2577,1.2606,0;2.3429,5.8482,0;1.5883,-.8097,0;2.1751,-1.6194,0;2.2646,1.2597,0;1.0014,0,0;-.5889,-.8082,0;5.7444,5.14,0;4.5898,3.8391,0;2.762,-2.4291,0;-1.2963,3.8592,0;.5007,1.5426,0;-4.569,2.6256,0;-4.4134,4.1227,0;-3.3534,1.7471,0;1.5622,4.2215,0;1.2498,2.7546,0;-3.0397,4.7423,0;3.8037,2.2101,0;-.2951,2.9353,0;4.1461,5.9883,0;-1.6291,.9258,0;2.6758,6.2212,0;1.9699,6.1811,0;2.01,5.4751,0;1.1834,-1.1031,0;1.9931,-.5163,0;2.58,-1.3259,0;1.7703,-1.9128,0;3.2593,-2.3774,0;
Duplicates	CHEMBL5189139_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189139_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189139_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005189000-0005189249/CHEMBL5189139_p0.sdf