CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5192392_p0 (2534764)

Formula C₂₂H₁₈N₂O₄S

MW 406.46

InChIKey NFBRCMIETUWAII-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 50

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 3.7

logP 3.6356

PSA 108.41

MR 119.149

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -58.47785

PM7_Total_Energy_ev -4674.39608

PM7_Electronic_Energy_ev -36876.09857

PM7_Dipole_Debye 7.8159

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.111

PM7_LUMO_Energy_ev -1.274

PM7_COSMO_Area_square_ang 399.59

PM7_COSMO_Volue_cubic_ang 461.77

PM7_Electron_Affinity_ev 1.274

PM7_Ionization_Energy_ev 9.111

PM7_Energy_Gap_ev 7.837

PM7_Global_Hardness_ev 3.9185

PM7_Global_Softness_ev 0.2551996937603675

PM7_Chemical_Potential_ev -5.1925

PM7_Electronigativity_ev 5.1925

PM7_Back_Donation_Energy_ev -0.979625

PM7_Electrophilicity_ev 3.4403542490749013

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

SMILES c1ccc(cc1)C=C2C(=O)N(C(=Nc3ccc4c(c3)oc(=O)cc4C)S2)CCO

Canonical_SMILES OCCN1/C(=Nc2ccc3c(c2)oc(=O)cc3C)/S/C(=Cc2ccccc2)/C1=O

InChI 1/C22H18N2O4S/c1-14-11-20(26)28-18-13-16(7-8-17(14)18)23-22-24(9-10-25)21(27)19(29-22)12-15-5-3-2-4-6-15/h2-8,11-13,25H,9-10H2,1H3

InChI_3D 1S/C22H18N2O4S/c1-14-11-20(26)28-18-13-16(7-8-17(14)18)23-22-24(9-10-25)21(27)19(29-22)12-15-5-3-2-4-6-15/h2-8,11-13,25H,9-10H2,1H3/b19-12-,23-22+

AuxInfo 1/0/N:20,1,2,3,5,6,7,4,21,22,13,19,8,14,10,11,9,12,15,17,16,18,23,24,28,26,25,27,29/E:(3,4)(5,6)/rA:47nCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4;d5s6;s7d8;s8d9;;s9d13;;s15;s13;;s10w15;s14;;s21;s11w18;s16s18s21;d16;d17;s12s17;s22;s15s18;s1;s2;s3;s4;s5;s6;s7;s8;s13;s19;s20;s20;s20;s21;s21;s22;s22;s28;/rC:-1.8847,4.2049,0;-.9326,3.899,0;-2.6296,3.5376,0;1.9345,3.8877,0;-.7232,2.9159,0;-2.4202,2.5545,0;1.7253,2.9092,0;3.4317,2.5442,0;2.8838,4.2021,0;-1.466,2.2386,0;2.4738,2.2375,0;3.6342,3.5306,0;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;.5007,1.5426,0;-1.9889,4.694,0;-.5617,4.2343,0;-3.1049,3.6927,0;1.5622,4.2215,0;-.2472,2.763,0;-2.7926,2.2209,0;1.2498,2.7546,0;3.8037,2.2101,0;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 CHEMBL5192392_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192392_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192392_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192392_p0.sdf

Formula	C₂₂H₁₈N₂O₄S
MW	406.46
InChIKey	NFBRCMIETUWAII-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	50
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	3.7
logP	3.6356
PSA	108.41
MR	119.149
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-58.47785
PM7_Total_Energy_ev	-4674.39608
PM7_Electronic_Energy_ev	-36876.09857
PM7_Dipole_Debye	7.8159
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.111
PM7_LUMO_Energy_ev	-1.274
PM7_COSMO_Area_square_ang	399.59
PM7_COSMO_Volue_cubic_ang	461.77
PM7_Electron_Affinity_ev	1.274
PM7_Ionization_Energy_ev	9.111
PM7_Energy_Gap_ev	7.837
PM7_Global_Hardness_ev	3.9185
PM7_Global_Softness_ev	0.2551996937603675
PM7_Chemical_Potential_ev	-5.1925
PM7_Electronigativity_ev	5.1925
PM7_Back_Donation_Energy_ev	-0.979625
PM7_Electrophilicity_ev	3.4403542490749013
OPENEYE_Name	(2~{E},5~{Z})-5-benzylidene-3-(2-hydroxyethyl)-2-(4-methyl-2-oxo-chromen-7-yl)imino-thiazolidin-4-one
SMILES	c1ccc(cc1)C=C2C(=O)N(C(=Nc3ccc4c(c3)oc(=O)cc4C)S2)CCO
Canonical_SMILES	OCCN1/C(=Nc2ccc3c(c2)oc(=O)cc3C)/S/C(=Cc2ccccc2)/C1=O
InChI	1/C22H18N2O4S/c1-14-11-20(26)28-18-13-16(7-8-17(14)18)23-22-24(9-10-25)21(27)19(29-22)12-15-5-3-2-4-6-15/h2-8,11-13,25H,9-10H2,1H3
InChI_3D	1S/C22H18N2O4S/c1-14-11-20(26)28-18-13-16(7-8-17(14)18)23-22-24(9-10-25)21(27)19(29-22)12-15-5-3-2-4-6-15/h2-8,11-13,25H,9-10H2,1H3/b19-12-,23-22+
AuxInfo	1/0/N:20,1,2,3,5,6,7,4,21,22,13,19,8,14,10,11,9,12,15,17,16,18,23,24,28,26,25,27,29/E:(3,4)(5,6)/rA:47nCCCCCCCCCCCCCCCCCCCCCCNNOOOOSHHHHHHHHHHHHHHHHHH/rB:d1;s1;;s2;d3;d4;;s4;d5s6;s7d8;s8d9;;s9d13;;s15;s13;;s10w15;s14;;s21;s11w18;s16s18s21;d16;d17;s12s17;s22;s15s18;s1;s2;s3;s4;s5;s6;s7;s8;s13;s19;s20;s20;s20;s21;s21;s22;s22;s28;/rC:-1.8847,4.2049,0;-.9326,3.899,0;-2.6296,3.5376,0;1.9345,3.8877,0;-.7232,2.9159,0;-2.4202,2.5545,0;1.7253,2.9092,0;3.4317,2.5442,0;2.8838,4.2021,0;-1.466,2.2386,0;2.4738,2.2375,0;3.6342,3.5306,0;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;.5007,1.5426,0;-1.9889,4.694,0;-.5617,4.2343,0;-3.1049,3.6927,0;1.5622,4.2215,0;-.2472,2.763,0;-2.7926,2.2209,0;1.2498,2.7546,0;3.8037,2.2101,0;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	CHEMBL5192392_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192392_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192392_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005192250-0005192499/CHEMBL5192392_p0.sdf