CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5195225_t0 (2537914)

Formula C₂₁H₁₇N₃O₃S

MW 391.44

InChIKey BXSRZRACIZHJET-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 48

Rotat_Bonds 6

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 6

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 3.97

logP 4.1795

PSA 109.38

MR 110.341

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -1.96253

PM7_Total_Energy_ev -4428.61585

PM7_Electronic_Energy_ev -34033.85877

PM7_Dipole_Debye 1.62993

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.886

PM7_LUMO_Energy_ev -1.618

PM7_COSMO_Area_square_ang 399.28

PM7_COSMO_Volue_cubic_ang 441.03

PM7_Electron_Affinity_ev 1.618

PM7_Ionization_Energy_ev 8.886

PM7_Energy_Gap_ev 7.268

PM7_Global_Hardness_ev 3.634

PM7_Global_Softness_ev 0.275178866263071

PM7_Chemical_Potential_ev -5.252

PM7_Electronigativity_ev 5.252

PM7_Back_Donation_Energy_ev -0.9085

PM7_Electrophilicity_ev 3.795198679141442

OPENEYE_Name ethyl (5~{Z})-2-anilino-4-oxo-5-(1~{H}-pyrrolo[3,2-b]pyridin-2-ylmethylene)thiophene-3-carboxylate

SMILES c1ccc(cc1)NC2=C(C(=O)C(=Cc3cc4c([nH]3)cccn4)S2)C(=O)OCC

Canonical_SMILES CCOC(=O)C1=C(Nc2ccccc2)S/C(=Cc2cc3c([nH]2)cccn3)/C1=O

InChI 1/C21H17N3O3S/c1-2-27-21(26)18-19(25)17(28-20(18)24-13-7-4-3-5-8-13)12-14-11-16-15(23-14)9-6-10-22-16/h3-12,23-24H,2H2,1H3

InChI_3D 1S/C21H17N3O3S/c1-2-27-21(26)18-19(25)17(28-20(18)24-13-7-4-3-5-8-13)12-14-11-16-15(23-14)9-6-10-22-16/h3-12,23-24H,2H2,1H3/b17-12-

AuxInfo 1/0/N:20,21,1,2,3,4,6,7,5,9,8,18,12,13,11,10,17,14,16,15,19,22,23,24,25,26,27,28/E:(4,5)(7,8)/rA:45nCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;s4;s8;s5d10;d6s7;d8;;d14;s14;s16;s13w17;s14;;s20;d9s10;s11s13;s12s15;d16;d19;s19s21;s15s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s20;s20;s20;s21;s21;s23;s24;/rC:2.2739,4.1704,0;2.3738,3.1754,0;3.0823,4.7592,0;;.868,.5079,0;3.2914,2.7649,0;3.9998,4.3487,0;2.6938,-1.3184,0;0,-1.0058,0;1.736,-1.0071,0;1.736,0,0;4.109,3.3495,0;3.2858,-.5036,0;5.9913,1.4476,0;5.1247,1.9465,0;5.7817,.4683,0;4.7857,.3625,0;4.2858,-.5035,0;6.9048,1.8543,0;9.5409,2.0799,0;8.6274,1.6732,0;.868,-1.5037,0;2.6938,.311,0;5.0219,2.9412,0;6.4507,-.275,0;7.0094,2.8488,0;7.7138,1.2665,0;4.378,1.2806,0;1.8175,4.3746,0;1.9683,2.8828,0;3.0301,5.2564,0;-.4337,.2487,0;.868,1.0079,0;3.3413,2.2674,0;4.404,4.6431,0;2.8483,-1.7939,0;-.4327,-1.2564,0;4.5358,-.9365,0;9.7443,1.6231,0;9.3376,2.5367,0;9.9977,2.2833,0;8.424,2.13,0;8.8307,1.2164,0;2.8483,.7865,0;5.4269,3.2343,0;

Duplicates CHEMBL5195225_t0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195225_t0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195225_t0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195225_t0.sdf

Formula	C₂₁H₁₇N₃O₃S
MW	391.44
InChIKey	BXSRZRACIZHJET-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	48
Rotat_Bonds	6
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	6
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	3.97
logP	4.1795
PSA	109.38
MR	110.341
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-1.96253
PM7_Total_Energy_ev	-4428.61585
PM7_Electronic_Energy_ev	-34033.85877
PM7_Dipole_Debye	1.62993
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.886
PM7_LUMO_Energy_ev	-1.618
PM7_COSMO_Area_square_ang	399.28
PM7_COSMO_Volue_cubic_ang	441.03
PM7_Electron_Affinity_ev	1.618
PM7_Ionization_Energy_ev	8.886
PM7_Energy_Gap_ev	7.268
PM7_Global_Hardness_ev	3.634
PM7_Global_Softness_ev	0.275178866263071
PM7_Chemical_Potential_ev	-5.252
PM7_Electronigativity_ev	5.252
PM7_Back_Donation_Energy_ev	-0.9085
PM7_Electrophilicity_ev	3.795198679141442
OPENEYE_Name	ethyl (5~{Z})-2-anilino-4-oxo-5-(1~{H}-pyrrolo[3,2-b]pyridin-2-ylmethylene)thiophene-3-carboxylate
SMILES	c1ccc(cc1)NC2=C(C(=O)C(=Cc3cc4c([nH]3)cccn4)S2)C(=O)OCC
Canonical_SMILES	CCOC(=O)C1=C(Nc2ccccc2)S/C(=Cc2cc3c([nH]2)cccn3)/C1=O
InChI	1/C21H17N3O3S/c1-2-27-21(26)18-19(25)17(28-20(18)24-13-7-4-3-5-8-13)12-14-11-16-15(23-14)9-6-10-22-16/h3-12,23-24H,2H2,1H3
InChI_3D	1S/C21H17N3O3S/c1-2-27-21(26)18-19(25)17(28-20(18)24-13-7-4-3-5-8-13)12-14-11-16-15(23-14)9-6-10-22-16/h3-12,23-24H,2H2,1H3/b17-12-
AuxInfo	1/0/N:20,21,1,2,3,4,6,7,5,9,8,18,12,13,11,10,17,14,16,15,19,22,23,24,25,26,27,28/E:(4,5)(7,8)/rA:45nCCCCCCCCCCCCCCCCCCCCCNNNOOOSHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;d3;;s4;s8;s5d10;d6s7;d8;;d14;s14;s16;s13w17;s14;;s20;d9s10;s11s13;s12s15;d16;d19;s19s21;s15s17;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s20;s20;s20;s21;s21;s23;s24;/rC:2.2739,4.1704,0;2.3738,3.1754,0;3.0823,4.7592,0;;.868,.5079,0;3.2914,2.7649,0;3.9998,4.3487,0;2.6938,-1.3184,0;0,-1.0058,0;1.736,-1.0071,0;1.736,0,0;4.109,3.3495,0;3.2858,-.5036,0;5.9913,1.4476,0;5.1247,1.9465,0;5.7817,.4683,0;4.7857,.3625,0;4.2858,-.5035,0;6.9048,1.8543,0;9.5409,2.0799,0;8.6274,1.6732,0;.868,-1.5037,0;2.6938,.311,0;5.0219,2.9412,0;6.4507,-.275,0;7.0094,2.8488,0;7.7138,1.2665,0;4.378,1.2806,0;1.8175,4.3746,0;1.9683,2.8828,0;3.0301,5.2564,0;-.4337,.2487,0;.868,1.0079,0;3.3413,2.2674,0;4.404,4.6431,0;2.8483,-1.7939,0;-.4327,-1.2564,0;4.5358,-.9365,0;9.7443,1.6231,0;9.3376,2.5367,0;9.9977,2.2833,0;8.424,2.13,0;8.8307,1.2164,0;2.8483,.7865,0;5.4269,3.2343,0;
Duplicates	CHEMBL5195225_t0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195225_t0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195225_t0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005195000-0005195249/CHEMBL5195225_t0.sdf