CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199461 (2542427)

Formula C₃₃H₂₇N₃O₄S

MW 561.65

InChIKey YFOWWQUPARMZQZ-UHFFFAOYNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 41

Number_Rings 6

Number_Bonds 73

Rotat_Bonds 8

Unbranched_Chain 3

Chiral_Centers 1

ONatoms 7

HB_Donor 0

HB_Acceptor 3

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 7

Lipinski_Violations 2

XLogP3 0

XLogP 5.4

logP 4.0494

PSA 110.9

MR 163.673

ABS 0.17

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -15.38459

PM7_Total_Energy_ev -6332.80245

PM7_Electronic_Energy_ev -61764.36598

PM7_Dipole_Debye 7.21311

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.559

PM7_LUMO_Energy_ev -1.396

PM7_COSMO_Area_square_ang 543.14

PM7_COSMO_Volue_cubic_ang 658.42

PM7_Electron_Affinity_ev 1.396

PM7_Ionization_Energy_ev 8.559

PM7_Energy_Gap_ev 7.163

PM7_Global_Hardness_ev 3.5815

PM7_Global_Softness_ev 0.27921262041044254

PM7_Chemical_Potential_ev -4.9775

PM7_Electronigativity_ev 4.9775

PM7_Back_Donation_Energy_ev -0.895375

PM7_Electrophilicity_ev 3.4588170110288985

OPENEYE_Name ethyl (2~{Z},5~{S})-5-(3-acetylphenyl)-2-[(1-benzylindol-3-yl)methylene]-3-oxo-5~{H}-thiazolo[3,2-a]pyrimidine-6-carboxylate

SMILES c1ccc(cc1)Cn2cc(c3c2cccc3)C=c4c(=O)n5c(=NC=C(C5c6cccc(c6)C(=O)C)C(=O)OCC)s4

Canonical_SMILES CCOC(=O)C1=CN=c2n([C@H]1c1cccc(c1)C(=O)C)c(=O)/c(=C/c1cn(c3c1cccc3)Cc1ccccc1)/s2

InChI 1/C33H27N3O4S/c1-3-40-32(39)27-18-34-33-36(30(27)24-13-9-12-23(16-24)21(2)37)31(38)29(41-33)17-25-20-35(19-22-10-5-4-6-11-22)28-15-8-7-14-26(25)28/h4-18,20,30H,3,19H2,1-2H3

InChI_3D 1S/C33H27N3O4S/c1-3-40-32(39)27-18-34-33-36(30(27)24-13-9-12-23(16-24)21(2)37)31(38)29(41-33)17-25-20-35(19-22-10-5-4-6-11-22)28-15-8-7-14-26(25)28/h4-18,20,30H,3,19H2,1-2H3/b29-17-/t30-/m0/s1

AuxInfo 1/0/N:31,30,33,1,3,4,2,5,6,10,11,8,9,7,12,13,26,21,32,14,27,19,16,18,17,15,22,20,23,29,24,28,25,34,35,36,38,37,39,40,41/E:(5,6)(10,11)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;d6;s6;s3;d4;s5;;;d7;s8d13;d14s15;d9s13;d10s11;d12s15;;d21;;s23;;s17w23;s16;s22;s18s22;s27;;s19;s31;s21d25;s14s20s32;s24s25s29;d24;d27;d28;s28s33;s23s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s21;s26;s29;s30;s30;s30;s31;s31;s31;s32;s32;s33;s33;/rC:3.933,5.131,0;;4.6044,4.3898,0;2.9543,4.9259,0;0,1.0058,0;4.7512,-3.7253,0;.868,-.4978,0;5.2166,-4.6104,0;3.7467,-3.6884,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;3.6831,-5.4223,0;3.2858,.5023,0;1.736,-.0012,0;4.6876,-5.4591,0;2.6938,-.3125,0;3.2076,-4.5367,0;3.3118,3.219,0;1.736,1.0058,0;-.2394,-4.1113,0;.508,-4.7844,0;2.3336,-2.0067,0;2.5429,-2.9919,0;.9223,-2.8214,0;3.0028,-1.2636,0;5.1568,-6.3422,0;.3014,-5.7628,0;1.4587,-4.4726,0;6.1562,-6.3774,0;-1.0625,-8.03,0;3.0028,2.268,0;-.8559,-7.0516,0;-.036,-3.1264,0;2.6938,1.3169,0;1.6706,-3.4952,0;3.4564,-3.3987,0;4.6266,-7.1901,0;1.0454,-6.431,0;-.6493,-6.0731,0;1.3321,-1.9014,0;4.0875,5.6066,0;-.4327,-.2506,0;5.0933,4.4945,0;2.6202,5.298,0;-.4337,1.2545,0;5.0176,-3.3021,0;.8677,-.9978,0;5.7163,-4.6288,0;3.5141,-3.2458,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;3.4187,-5.8466,0;3.7858,.5023,0;-.7145,-4.2672,0;3.4918,-1.3676,0;1.5286,-4.9677,0;6.1738,-5.8777,0;6.1386,-6.8771,0;6.6559,-6.395,0;-1.5517,-7.9267,0;-.5733,-8.1333,0;-1.1658,-8.5192,0;3.4783,2.1135,0;2.5273,2.4225,0;-.3667,-7.1549,0;-1.3451,-6.9483,0;

Duplicates CHEMBL5199461;CHEMBL5204188

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199461.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199461.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199461.sdf

Formula	C₃₃H₂₇N₃O₄S
MW	561.65
InChIKey	YFOWWQUPARMZQZ-UHFFFAOYNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	41
Number_Rings	6
Number_Bonds	73
Rotat_Bonds	8
Unbranched_Chain	3
Chiral_Centers	1
ONatoms	7
HB_Donor	0
HB_Acceptor	3
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	7
Lipinski_Violations	2
XLogP3	0
XLogP	5.4
logP	4.0494
PSA	110.9
MR	163.673
ABS	0.17
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-15.38459
PM7_Total_Energy_ev	-6332.80245
PM7_Electronic_Energy_ev	-61764.36598
PM7_Dipole_Debye	7.21311
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.559
PM7_LUMO_Energy_ev	-1.396
PM7_COSMO_Area_square_ang	543.14
PM7_COSMO_Volue_cubic_ang	658.42
PM7_Electron_Affinity_ev	1.396
PM7_Ionization_Energy_ev	8.559
PM7_Energy_Gap_ev	7.163
PM7_Global_Hardness_ev	3.5815
PM7_Global_Softness_ev	0.27921262041044254
PM7_Chemical_Potential_ev	-4.9775
PM7_Electronigativity_ev	4.9775
PM7_Back_Donation_Energy_ev	-0.895375
PM7_Electrophilicity_ev	3.4588170110288985
OPENEYE_Name	ethyl (2~{Z},5~{S})-5-(3-acetylphenyl)-2-[(1-benzylindol-3-yl)methylene]-3-oxo-5~{H}-thiazolo[3,2-a]pyrimidine-6-carboxylate
SMILES	c1ccc(cc1)Cn2cc(c3c2cccc3)C=c4c(=O)n5c(=NC=C(C5c6cccc(c6)C(=O)C)C(=O)OCC)s4
Canonical_SMILES	CCOC(=O)C1=CN=c2n([C@H]1c1cccc(c1)C(=O)C)c(=O)/c(=C/c1cn(c3c1cccc3)Cc1ccccc1)/s2
InChI	1/C33H27N3O4S/c1-3-40-32(39)27-18-34-33-36(30(27)24-13-9-12-23(16-24)21(2)37)31(38)29(41-33)17-25-20-35(19-22-10-5-4-6-11-22)28-15-8-7-14-26(25)28/h4-18,20,30H,3,19H2,1-2H3
InChI_3D	1S/C33H27N3O4S/c1-3-40-32(39)27-18-34-33-36(30(27)24-13-9-12-23(16-24)21(2)37)31(38)29(41-33)17-25-20-35(19-22-10-5-4-6-11-22)28-15-8-7-14-26(25)28/h4-18,20,30H,3,19H2,1-2H3/b29-17-/t30-/m0/s1
AuxInfo	1/0/N:31,30,33,1,3,4,2,5,6,10,11,8,9,7,12,13,26,21,32,14,27,19,16,18,17,15,22,20,23,29,24,28,25,34,35,36,38,37,39,40,41/E:(5,6)(10,11)/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s1;d2;;s2;d6;s6;s3;d4;s5;;;d7;s8d13;d14s15;d9s13;d10s11;d12s15;;d21;;s23;;s17w23;s16;s22;s18s22;s27;;s19;s31;s21d25;s14s20s32;s24s25s29;d24;d27;d28;s28s33;s23s25;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s12;s13;s14;s21;s26;s29;s30;s30;s30;s31;s31;s31;s32;s32;s33;s33;/rC:3.933,5.131,0;;4.6044,4.3898,0;2.9543,4.9259,0;0,1.0058,0;4.7512,-3.7253,0;.868,-.4978,0;5.2166,-4.6104,0;3.7467,-3.6884,0;4.2937,3.4338,0;2.6436,3.9699,0;.868,1.5138,0;3.6831,-5.4223,0;3.2858,.5023,0;1.736,-.0012,0;4.6876,-5.4591,0;2.6938,-.3125,0;3.2076,-4.5367,0;3.3118,3.219,0;1.736,1.0058,0;-.2394,-4.1113,0;.508,-4.7844,0;2.3336,-2.0067,0;2.5429,-2.9919,0;.9223,-2.8214,0;3.0028,-1.2636,0;5.1568,-6.3422,0;.3014,-5.7628,0;1.4587,-4.4726,0;6.1562,-6.3774,0;-1.0625,-8.03,0;3.0028,2.268,0;-.8559,-7.0516,0;-.036,-3.1264,0;2.6938,1.3169,0;1.6706,-3.4952,0;3.4564,-3.3987,0;4.6266,-7.1901,0;1.0454,-6.431,0;-.6493,-6.0731,0;1.3321,-1.9014,0;4.0875,5.6066,0;-.4327,-.2506,0;5.0933,4.4945,0;2.6202,5.298,0;-.4337,1.2545,0;5.0176,-3.3021,0;.8677,-.9978,0;5.7163,-4.6288,0;3.5141,-3.2458,0;4.6294,3.0632,0;2.1543,3.8674,0;.868,2.0138,0;3.4187,-5.8466,0;3.7858,.5023,0;-.7145,-4.2672,0;3.4918,-1.3676,0;1.5286,-4.9677,0;6.1738,-5.8777,0;6.1386,-6.8771,0;6.6559,-6.395,0;-1.5517,-7.9267,0;-.5733,-8.1333,0;-1.1658,-8.5192,0;3.4783,2.1135,0;2.5273,2.4225,0;-.3667,-7.1549,0;-1.3451,-6.9483,0;
Duplicates	CHEMBL5199461;CHEMBL5204188
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199461.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199461.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199461.sdf