CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195357 (2538061)

Formula C₂₃H₂₀N₂O₃S

MW 404.48

InChIKey AZIDNVRJPPDAJT-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 8

Unbranched_Chain 3

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 4.18

logP 4.1803

PSA 99.57

MR 116.147

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -50.54749

PM7_Total_Energy_ev -4530.07004

PM7_Electronic_Energy_ev -38047.00649

PM7_Dipole_Debye 4.80146

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.857

PM7_LUMO_Energy_ev -1.281

PM7_COSMO_Area_square_ang 398.82

PM7_COSMO_Volue_cubic_ang 471.35

PM7_Electron_Affinity_ev 1.281

PM7_Ionization_Energy_ev 8.857

PM7_Energy_Gap_ev 7.576

PM7_Global_Hardness_ev 3.788

PM7_Global_Softness_ev 0.26399155227032733

PM7_Chemical_Potential_ev -5.069

PM7_Electronigativity_ev 5.069

PM7_Back_Donation_Energy_ev -0.947

PM7_Electrophilicity_ev 3.3915999208025345

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

SMILES c1ccc(cc1)CCNC(=O)c2c(c3c(ccs3)n(c2=O)Cc4ccccc4)O

Canonical_SMILES O=C(c1c(O)c2sccc2n(c1=O)Cc1ccccc1)NCCc1ccccc1

InChI 1/C23H20N2O3S/c26-20-19(22(27)24-13-11-16-7-3-1-4-8-16)23(28)25(18-12-14-29-21(18)20)15-17-9-5-2-6-10-17/h1-10,12,14,26H,11,13,15H2,(H,24,27)/f/h24H

InChI_3D 1S/C23H20N2O3S/c26-20-19(22(27)24-13-11-16-7-3-1-4-8-16)23(28)25(18-12-14-29-21(18)20)15-17-9-5-2-6-10-17/h1-10,12,14,26H,11,13,15H2,(H,24,27)

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,9,10,21,11,23,12,22,13,14,15,18,17,16,20,19,25,24,28,27,26,29/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;d11;d7s8;d9s10;s11;d15;s16;d17;s18;s18;s13;s14;s21;s15s19s22;s20s23;d19;d20;s17;s12s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s21;s21;s22;s22;s23;s23;s25;s28;/rC:-6.0786,3.4931,0;.8659,-4.5082,0;-5.2154,3.9981,0;-6.0785,2.493,0;-.0013,-4.0102,0;1.7337,-4.0112,0;-4.3434,3.4981,0;-5.2065,1.993,0;-.0008,-3.005,0;1.7342,-3.006,0;2.6938,-.3125,0;3.2858,.5023,0;-4.3345,2.493,0;.867,-2.4978,0;1.736,-.0012,0;1.736,1.0058,0;.868,1.5138,0;0,1.0058,0;;-.8675,1.5032,0;-3.467,1.9956,0;.8675,-1.4978,0;-2.5995,1.4981,0;.868,-.4978,0;-1.732,1.0007,0;-.8653,-.5013,0;-.8705,2.5032,0;.868,2.5138,0;2.6938,1.3169,0;-6.5123,3.7418,0;.8657,-5.0082,0;-5.2176,4.4981,0;-6.5111,2.2424,0;-.4341,-4.2607,0;2.1662,-4.262,0;-3.9119,3.7507,0;-5.2065,1.493,0;-.4344,-2.7561,0;2.1681,-2.7575,0;2.8483,-.788,0;3.7858,.5023,0;-3.2183,2.4293,0;-3.7158,1.5618,0;.3675,-1.4975,0;1.3675,-1.4981,0;-2.3508,1.9319,0;-2.8483,1.0644,0;-1.7306,.5007,0;.435,2.7638,0;

Duplicates CHEMBL5195357

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195357.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195357.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195357.sdf

Formula	C₂₃H₂₀N₂O₃S
MW	404.48
InChIKey	AZIDNVRJPPDAJT-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	8
Unbranched_Chain	3
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	4.18
logP	4.1803
PSA	99.57
MR	116.147
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-50.54749
PM7_Total_Energy_ev	-4530.07004
PM7_Electronic_Energy_ev	-38047.00649
PM7_Dipole_Debye	4.80146
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.857
PM7_LUMO_Energy_ev	-1.281
PM7_COSMO_Area_square_ang	398.82
PM7_COSMO_Volue_cubic_ang	471.35
PM7_Electron_Affinity_ev	1.281
PM7_Ionization_Energy_ev	8.857
PM7_Energy_Gap_ev	7.576
PM7_Global_Hardness_ev	3.788
PM7_Global_Softness_ev	0.26399155227032733
PM7_Chemical_Potential_ev	-5.069
PM7_Electronigativity_ev	5.069
PM7_Back_Donation_Energy_ev	-0.947
PM7_Electrophilicity_ev	3.3915999208025345
OPENEYE_Name	4-benzyl-7-hydroxy-5-oxo-~{N}-(2-phenylethyl)thieno[3,2-b]pyridine-6-carboxamide
SMILES	c1ccc(cc1)CCNC(=O)c2c(c3c(ccs3)n(c2=O)Cc4ccccc4)O
Canonical_SMILES	O=C(c1c(O)c2sccc2n(c1=O)Cc1ccccc1)NCCc1ccccc1
InChI	1/C23H20N2O3S/c26-20-19(22(27)24-13-11-16-7-3-1-4-8-16)23(28)25(18-12-14-29-21(18)20)15-17-9-5-2-6-10-17/h1-10,12,14,26H,11,13,15H2,(H,24,27)/f/h24H
InChI_3D	1S/C23H20N2O3S/c26-20-19(22(27)24-13-11-16-7-3-1-4-8-16)23(28)25(18-12-14-29-21(18)20)15-17-9-5-2-6-10-17/h1-10,12,14,26H,11,13,15H2,(H,24,27)
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,9,10,21,11,23,12,22,13,14,15,18,17,16,20,19,25,24,28,27,26,29/E:(3,4)(5,6)(7,8)(9,10)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCCCCNNOOOSHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;s2;s3;d4;s5;d6;;d11;d7s8;d9s10;s11;d15;s16;d17;s18;s18;s13;s14;s21;s15s19s22;s20s23;d19;d20;s17;s12s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s21;s21;s22;s22;s23;s23;s25;s28;/rC:-6.0786,3.4931,0;.8659,-4.5082,0;-5.2154,3.9981,0;-6.0785,2.493,0;-.0013,-4.0102,0;1.7337,-4.0112,0;-4.3434,3.4981,0;-5.2065,1.993,0;-.0008,-3.005,0;1.7342,-3.006,0;2.6938,-.3125,0;3.2858,.5023,0;-4.3345,2.493,0;.867,-2.4978,0;1.736,-.0012,0;1.736,1.0058,0;.868,1.5138,0;0,1.0058,0;;-.8675,1.5032,0;-3.467,1.9956,0;.8675,-1.4978,0;-2.5995,1.4981,0;.868,-.4978,0;-1.732,1.0007,0;-.8653,-.5013,0;-.8705,2.5032,0;.868,2.5138,0;2.6938,1.3169,0;-6.5123,3.7418,0;.8657,-5.0082,0;-5.2176,4.4981,0;-6.5111,2.2424,0;-.4341,-4.2607,0;2.1662,-4.262,0;-3.9119,3.7507,0;-5.2065,1.493,0;-.4344,-2.7561,0;2.1681,-2.7575,0;2.8483,-.788,0;3.7858,.5023,0;-3.2183,2.4293,0;-3.7158,1.5618,0;.3675,-1.4975,0;1.3675,-1.4981,0;-2.3508,1.9319,0;-2.8483,1.0644,0;-1.7306,.5007,0;.435,2.7638,0;
Duplicates	CHEMBL5195357
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195357.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195357.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195250-0005195499/CHEMBL5195357.sdf