CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5191608_t1 (2533948)

Formula C₂₀H₂₀N₂O₅S

MW 400.45

InChIKey TWAQESUFPSBLMF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 2

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.55

logP 4.225

PSA 118.44

MR 109.3

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -88.8902

PM7_Total_Energy_ev -4749.74657

PM7_Electronic_Energy_ev -36943.88812

PM7_Dipole_Debye 7.69664

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.247

PM7_LUMO_Energy_ev -1.587

PM7_COSMO_Area_square_ang 415.09

PM7_COSMO_Volue_cubic_ang 454.17

PM7_Electron_Affinity_ev 1.587

PM7_Ionization_Energy_ev 8.247

PM7_Energy_Gap_ev 6.66

PM7_Global_Hardness_ev 3.33

PM7_Global_Softness_ev 0.3003003003003003

PM7_Chemical_Potential_ev -4.917

PM7_Electronigativity_ev 4.917

PM7_Back_Donation_Energy_ev -0.8325

PM7_Electrophilicity_ev 3.6301635135135135

OPENEYE_Name ethyl (2~{Z},5~{Z})-2-(3,4-dimethoxyphenyl)imino-4-hydroxy-5-(1~{H}-pyrrol-2-ylmethylene)thiophene-3-carboxylate

SMILES c1cc([nH]c1)C=C2C(=C(C(=Nc3ccc(c(c3)OC)OC)S2)C(=O)OCC)O

Canonical_SMILES CCOC(=O)C1=C(O)/C(=C/c2ccc[nH]2)/S/C/1=Nc1ccc(c(c1)OC)OC

InChI 1/C20H20N2O5S/c1-4-27-20(24)17-18(23)16(11-12-6-5-9-21-12)28-19(17)22-13-7-8-14(25-2)15(10-13)26-3/h5-11,21,23H,4H2,1-3H3

InChI_3D 1S/C20H20N2O5S/c1-4-27-20(24)17-18(23)16(11-12-6-5-9-21-12)28-19(17)22-13-7-8-14(25-2)15(10-13)26-3/h5-11,21,23H,4H2,1-3H3/b16-11-,22-19-

AuxInfo 1/0/N:17,18,19,20,1,4,2,3,6,5,15,10,7,8,9,14,11,13,12,16,21,22,23,24,25,26,27,28/rA:48nCCCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d2;s1;;d1;s2d5;s3;s5d8;d4;;s11;d11;s13;s10w14;s11;;;;s17;s6s10;s7w12;s13;d16;s8s18;s9s19;s16s20;s12s14;s1;s2;s3;s4;s5;s6;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s23;/rC:;5.8788,5.4027,0;6.8314,5.0982,0;1.0015,0,0;5.3458,3.7515,0;-.3065,.9518,0;5.135,4.7343,0;7.0422,4.1154,0;6.3005,3.437,0;1.3133,.9518,0;2.4634,4.584,0;3.4409,4.3735,0;1.9626,3.7167,0;2.631,2.9707,0;2.2648,1.2595,0;2.0579,5.4981,0;.2524,7.4321,0;8.7347,4.4836,0;7.4619,2.152,0;.6579,6.518,0;.5008,1.5426,0;4.1838,5.043,0;.968,3.6133,0;2.6467,6.3063,0;7.9948,3.8109,0;6.5102,2.4593,0;1.0635,5.6039,0;3.5489,3.379,0;-.2944,-.4041,0;5.774,5.8916,0;7.2019,5.434,0;1.2949,-.4049,0;4.9739,3.4173,0;-.7821,1.1061,0;2.6359,.9244,0;-.2046,7.2293,0;.7094,7.6348,0;.0496,7.8891,0;8.3983,4.8536,0;9.071,4.1137,0;9.1046,4.82,0;7.6155,2.6278,0;7.3082,1.6762,0;7.9377,1.9984,0;1.115,6.7207,0;.2009,6.3152,0;.5,2.0426,0;.6746,4.0182,0;

Duplicates CHEMBL5191608_t1

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191608_t1.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191608_t1.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191608_t1.sdf

Formula	C₂₀H₂₀N₂O₅S
MW	400.45
InChIKey	TWAQESUFPSBLMF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	2
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.55
logP	4.225
PSA	118.44
MR	109.3
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-88.8902
PM7_Total_Energy_ev	-4749.74657
PM7_Electronic_Energy_ev	-36943.88812
PM7_Dipole_Debye	7.69664
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.247
PM7_LUMO_Energy_ev	-1.587
PM7_COSMO_Area_square_ang	415.09
PM7_COSMO_Volue_cubic_ang	454.17
PM7_Electron_Affinity_ev	1.587
PM7_Ionization_Energy_ev	8.247
PM7_Energy_Gap_ev	6.66
PM7_Global_Hardness_ev	3.33
PM7_Global_Softness_ev	0.3003003003003003
PM7_Chemical_Potential_ev	-4.917
PM7_Electronigativity_ev	4.917
PM7_Back_Donation_Energy_ev	-0.8325
PM7_Electrophilicity_ev	3.6301635135135135
OPENEYE_Name	ethyl (2~{Z},5~{Z})-2-(3,4-dimethoxyphenyl)imino-4-hydroxy-5-(1~{H}-pyrrol-2-ylmethylene)thiophene-3-carboxylate
SMILES	c1cc([nH]c1)C=C2C(=C(C(=Nc3ccc(c(c3)OC)OC)S2)C(=O)OCC)O
Canonical_SMILES	CCOC(=O)C1=C(O)/C(=C/c2ccc[nH]2)/S/C/1=Nc1ccc(c(c1)OC)OC
InChI	1/C20H20N2O5S/c1-4-27-20(24)17-18(23)16(11-12-6-5-9-21-12)28-19(17)22-13-7-8-14(25-2)15(10-13)26-3/h5-11,21,23H,4H2,1-3H3
InChI_3D	1S/C20H20N2O5S/c1-4-27-20(24)17-18(23)16(11-12-6-5-9-21-12)28-19(17)22-13-7-8-14(25-2)15(10-13)26-3/h5-11,21,23H,4H2,1-3H3/b16-11-,22-19-
AuxInfo	1/0/N:17,18,19,20,1,4,2,3,6,5,15,10,7,8,9,14,11,13,12,16,21,22,23,24,25,26,27,28/rA:48nCCCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d2;s1;;d1;s2d5;s3;s5d8;d4;;s11;d11;s13;s10w14;s11;;;;s17;s6s10;s7w12;s13;d16;s8s18;s9s19;s16s20;s12s14;s1;s2;s3;s4;s5;s6;s15;s17;s17;s17;s18;s18;s18;s19;s19;s19;s20;s20;s21;s23;/rC:;5.8788,5.4027,0;6.8314,5.0982,0;1.0015,0,0;5.3458,3.7515,0;-.3065,.9518,0;5.135,4.7343,0;7.0422,4.1154,0;6.3005,3.437,0;1.3133,.9518,0;2.4634,4.584,0;3.4409,4.3735,0;1.9626,3.7167,0;2.631,2.9707,0;2.2648,1.2595,0;2.0579,5.4981,0;.2524,7.4321,0;8.7347,4.4836,0;7.4619,2.152,0;.6579,6.518,0;.5008,1.5426,0;4.1838,5.043,0;.968,3.6133,0;2.6467,6.3063,0;7.9948,3.8109,0;6.5102,2.4593,0;1.0635,5.6039,0;3.5489,3.379,0;-.2944,-.4041,0;5.774,5.8916,0;7.2019,5.434,0;1.2949,-.4049,0;4.9739,3.4173,0;-.7821,1.1061,0;2.6359,.9244,0;-.2046,7.2293,0;.7094,7.6348,0;.0496,7.8891,0;8.3983,4.8536,0;9.071,4.1137,0;9.1046,4.82,0;7.6155,2.6278,0;7.3082,1.6762,0;7.9377,1.9984,0;1.115,6.7207,0;.2009,6.3152,0;.5,2.0426,0;.6746,4.0182,0;
Duplicates	CHEMBL5191608_t1
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191608_t1.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191608_t1.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005191500-0005191749/CHEMBL5191608_t1.sdf