CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5193755 (2536293)

Formula C₂₃H₂₀N₂O₃S

MW 404.48

InChIKey KMLMIZLWIHCIBI-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 7

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 4.39

logP 4.4462

PSA 99.57

MR 116.306

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -40.21706

PM7_Total_Energy_ev -4529.76414

PM7_Electronic_Energy_ev -38060.87722

PM7_Dipole_Debye 6.35813

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.729

PM7_LUMO_Energy_ev -1.211

PM7_COSMO_Area_square_ang 395.55

PM7_COSMO_Volue_cubic_ang 472.74

PM7_Electron_Affinity_ev 1.211

PM7_Ionization_Energy_ev 8.729

PM7_Energy_Gap_ev 7.518

PM7_Global_Hardness_ev 3.759

PM7_Global_Softness_ev 0.26602819898909286

PM7_Chemical_Potential_ev -4.97

PM7_Electronigativity_ev 4.97

PM7_Back_Donation_Energy_ev -0.93975

PM7_Electrophilicity_ev 3.2855679702048417

OPENEYE_Name 4-benzyl-7-hydroxy-~{N}-(o-tolylmethyl)-5-oxo-thieno[3,2-b]pyridine-6-carboxamide

SMILES c1ccc(cc1)Cn2c3ccsc3c(c(c2=O)C(=O)NCc4ccccc4C)O

Canonical_SMILES Cc1ccccc1CNC(=O)c1c(O)c2sccc2n(c1=O)Cc1ccccc1

InChI 1/C23H20N2O3S/c1-15-7-5-6-10-17(15)13-24-22(27)19-20(26)21-18(11-12-29-21)25(23(19)28)14-16-8-3-2-4-9-16/h2-12,26H,13-14H2,1H3,(H,24,27)/f/h24H

InChI_3D 1S/C23H20N2O3S/c1-15-7-5-6-10-17(15)13-24-22(27)19-20(26)21-18(11-12-29-21)25(23(19)28)14-16-8-3-2-4-9-16/h2-12,26H,13-14H2,1H3,(H,24,27)

AuxInfo 1/1/N:21,1,2,3,4,5,8,6,7,9,10,11,23,22,13,12,14,15,18,17,16,20,19,25,24,28,27,26,29/E:(3,4)(8,9)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;;d10;d6s7;d8;d9s13;s10;d15;s16;d17;s18;s18;s13;s12;s14;s15s19s22;s20s23;d19;d20;s17;s11s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s23;s23;s25;s28;/rC:.8659,-4.5082,0;-.0013,-4.0102,0;1.7337,-4.0112,0;-4.3495,4.4982,0;-4.3494,3.4981,0;-.0008,-3.005,0;1.7342,-3.006,0;-3.4864,5.0032,0;-3.4774,2.9981,0;2.6938,-.3125,0;3.2858,.5023,0;.867,-2.4978,0;-2.6143,4.5032,0;-2.6054,3.4981,0;1.736,-.0012,0;1.736,1.0058,0;.868,1.5138,0;0,1.0058,0;;-.8675,1.5032,0;-1.7513,5.0083,0;.8675,-1.4978,0;-1.738,3.0007,0;.868,-.4978,0;-.8705,2.5032,0;-.8653,-.5013,0;-1.732,1.0007,0;.868,2.5138,0;2.6938,1.3169,0;.8657,-5.0082,0;-.4341,-4.2607,0;2.1662,-4.262,0;-4.7832,4.7469,0;-4.7821,3.2475,0;-.4344,-2.7561,0;2.1681,-2.7575,0;-3.4886,5.5032,0;-3.4774,2.4981,0;2.8483,-.788,0;3.7858,.5023,0;-1.4987,4.5768,0;-2.0038,5.4399,0;-1.3198,5.2609,0;.3675,-1.4975,0;1.3675,-1.4981,0;-1.9867,2.5669,0;-1.4892,3.4344,0;-.4382,2.7545,0;1.301,2.7638,0;

Duplicates CHEMBL5193755

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193755.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193755.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193755.sdf

Formula	C₂₃H₂₀N₂O₃S
MW	404.48
InChIKey	KMLMIZLWIHCIBI-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	7
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	4.39
logP	4.4462
PSA	99.57
MR	116.306
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-40.21706
PM7_Total_Energy_ev	-4529.76414
PM7_Electronic_Energy_ev	-38060.87722
PM7_Dipole_Debye	6.35813
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.729
PM7_LUMO_Energy_ev	-1.211
PM7_COSMO_Area_square_ang	395.55
PM7_COSMO_Volue_cubic_ang	472.74
PM7_Electron_Affinity_ev	1.211
PM7_Ionization_Energy_ev	8.729
PM7_Energy_Gap_ev	7.518
PM7_Global_Hardness_ev	3.759
PM7_Global_Softness_ev	0.26602819898909286
PM7_Chemical_Potential_ev	-4.97
PM7_Electronigativity_ev	4.97
PM7_Back_Donation_Energy_ev	-0.93975
PM7_Electrophilicity_ev	3.2855679702048417
OPENEYE_Name	4-benzyl-7-hydroxy-~{N}-(o-tolylmethyl)-5-oxo-thieno[3,2-b]pyridine-6-carboxamide
SMILES	c1ccc(cc1)Cn2c3ccsc3c(c(c2=O)C(=O)NCc4ccccc4C)O
Canonical_SMILES	Cc1ccccc1CNC(=O)c1c(O)c2sccc2n(c1=O)Cc1ccccc1
InChI	1/C23H20N2O3S/c1-15-7-5-6-10-17(15)13-24-22(27)19-20(26)21-18(11-12-29-21)25(23(19)28)14-16-8-3-2-4-9-16/h2-12,26H,13-14H2,1H3,(H,24,27)/f/h24H
InChI_3D	1S/C23H20N2O3S/c1-15-7-5-6-10-17(15)13-24-22(27)19-20(26)21-18(11-12-29-21)25(23(19)28)14-16-8-3-2-4-9-16/h2-12,26H,13-14H2,1H3,(H,24,27)
AuxInfo	1/1/N:21,1,2,3,4,5,8,6,7,9,10,11,23,22,13,12,14,15,18,17,16,20,19,25,24,28,27,26,29/E:(3,4)(8,9)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;s4;s5;;d10;d6s7;d8;d9s13;s10;d15;s16;d17;s18;s18;s13;s12;s14;s15s19s22;s20s23;d19;d20;s17;s11s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s21;s21;s21;s22;s22;s23;s23;s25;s28;/rC:.8659,-4.5082,0;-.0013,-4.0102,0;1.7337,-4.0112,0;-4.3495,4.4982,0;-4.3494,3.4981,0;-.0008,-3.005,0;1.7342,-3.006,0;-3.4864,5.0032,0;-3.4774,2.9981,0;2.6938,-.3125,0;3.2858,.5023,0;.867,-2.4978,0;-2.6143,4.5032,0;-2.6054,3.4981,0;1.736,-.0012,0;1.736,1.0058,0;.868,1.5138,0;0,1.0058,0;;-.8675,1.5032,0;-1.7513,5.0083,0;.8675,-1.4978,0;-1.738,3.0007,0;.868,-.4978,0;-.8705,2.5032,0;-.8653,-.5013,0;-1.732,1.0007,0;.868,2.5138,0;2.6938,1.3169,0;.8657,-5.0082,0;-.4341,-4.2607,0;2.1662,-4.262,0;-4.7832,4.7469,0;-4.7821,3.2475,0;-.4344,-2.7561,0;2.1681,-2.7575,0;-3.4886,5.5032,0;-3.4774,2.4981,0;2.8483,-.788,0;3.7858,.5023,0;-1.4987,4.5768,0;-2.0038,5.4399,0;-1.3198,5.2609,0;.3675,-1.4975,0;1.3675,-1.4981,0;-1.9867,2.5669,0;-1.4892,3.4344,0;-.4382,2.7545,0;1.301,2.7638,0;
Duplicates	CHEMBL5193755
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193755.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193755.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005193750-0005193999/CHEMBL5193755.sdf