CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196679 (2539492)

Formula C₂₄H₂₀Cl₂FNO₄S

MW 508.39

InChIKey QVMKPYVRZHLNNN-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 53

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 56

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 5

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 1

XLogP3 0

XLogP 4.98

logP 6.4376

PSA 103.87

MR 126.71

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -172.69335

PM7_Total_Energy_ev -5761.83754

PM7_Electronic_Energy_ev -50373.22932

PM7_Dipole_Debye 2.52556

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.299

PM7_LUMO_Energy_ev -0.956

PM7_COSMO_Area_square_ang 429.25

PM7_COSMO_Volue_cubic_ang 557.19

PM7_Electron_Affinity_ev 0.956

PM7_Ionization_Energy_ev 9.299

PM7_Energy_Gap_ev 8.343

PM7_Global_Hardness_ev 4.1715

PM7_Global_Softness_ev 0.239721922569819

PM7_Chemical_Potential_ev -5.1275

PM7_Electronigativity_ev 5.1275

PM7_Back_Donation_Energy_ev -1.042875

PM7_Electrophilicity_ev 3.151295247512885

OPENEYE_Name 4-[(1~{S})-1-[[2-[(2,4-dichloro-5-fluoro-phenyl)methyl]-5,7-dihydro-4~{H}-thieno[2,3-c]pyran-3-carbonyl]amino]ethyl]benzoic acid

SMILES c1cc(ccc1C(=O)O)C(C)NC(=O)c2c3c(sc2Cc4cc(c(cc4Cl)Cl)F)COCC3

Canonical_SMILES O=C(c1c(sc2c1CCOC2)Cc1cc(F)c(cc1Cl)Cl)N[C@H](c1ccc(cc1)C(=O)O)C

InChI 1/C24H20Cl2FNO4S/c1-12(13-2-4-14(5-3-13)24(30)31)28-23(29)22-16-6-7-32-11-21(16)33-20(22)9-15-8-19(27)18(26)10-17(15)25/h2-5,8,10,12H,6-7,9,11H2,1H3,(H,28,29)(H,30,31)/f/h28,30H

InChI_3D 1S/C24H20Cl2FNO4S/c1-12(13-2-4-14(5-3-13)24(30)31)28-23(29)22-16-6-7-32-11-21(16)33-20(22)9-15-8-19(27)18(26)10-17(15)25/h2-5,8,10,12H,6-7,9,11H2,1H3,(H,28,29)(H,30,31)/t12-/m0/s1

AuxInfo 1/1/N:22,3,4,1,2,19,21,5,23,6,20,24,10,7,11,9,13,14,12,16,15,8,17,18,32,33,30,25,26,27,29,28,31/E:(2,3)(4,5)(30,31)/F:22,3,4,1,2,19,21,5,23,6,20,24,10,7,11,9,13,14,12,16,15,8,17,18,32,33,30,25,26,29,27,28,31/E:(2,3)(4,5)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFSClClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;s8;s3d4;d5;s5;d6s11;s6d12;d9;d8;s8;s7;s9;s15;s19;;s11s16;s10s22;s17s24;d17;d18;s20s21;s18;s12;s15s16;s13;s14;s1;s2;s3;s4;s5;s6;s19;s19;s20;s20;s21;s21;s22;s22;s22;s23;s23;s24;s25;s29;/rC:4.4734,5.7922,0;6.1235,5.256,0;4.1628,4.8362,0;5.8128,4.3,0;5.7832,.364,0;6.7886,-1.3709,0;5.4522,5.9973,0;2.6938,.311,0;1.736,0,0;4.8309,4.0853,0;5.2858,-.5035,0;6.7884,.3641,0;5.7834,-1.371,0;7.2962,-.5034,0;1.736,-1.0071,0;3.2858,-.5036,0;3.0028,1.262,0;5.7613,6.9483,0;.868,.5079,0;.868,-1.5037,0;;3.339,2.73,0;4.2858,-.5035,0;4.2901,2.421,0;3.981,1.4699,0;2.3337,2.0052,0;5.0921,7.6915,0;0,-1.0058,0;6.7394,7.1562,0;7.2858,1.2316,0;2.6938,-1.3184,0;5.2821,-2.2363,0;8.2962,-.5033,0;4.1394,6.1643,0;6.6124,5.3607,0;3.6734,4.7338,0;6.1485,3.9295,0;5.5326,.7967,0;7.0373,-1.8046,0;.5459,.8903,0;1.1901,.8903,0;1.1887,-1.8873,0;.5468,-1.8869,0;-.4922,-.0878,0;-.1728,.4692,0;3.4935,3.2055,0;3.1845,2.2545,0;2.8635,2.8845,0;4.2858,-1.0035,0;4.2858,-.0035,0;4.7656,2.2664,0;4.3156,1.0983,0;6.8939,7.6317,0;

Duplicates CHEMBL5196679

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196679.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196679.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196679.sdf

Formula	C₂₄H₂₀Cl₂FNO₄S
MW	508.39
InChIKey	QVMKPYVRZHLNNN-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	53
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	56
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	5
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	1
XLogP3	0
XLogP	4.98
logP	6.4376
PSA	103.87
MR	126.71
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-172.69335
PM7_Total_Energy_ev	-5761.83754
PM7_Electronic_Energy_ev	-50373.22932
PM7_Dipole_Debye	2.52556
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.299
PM7_LUMO_Energy_ev	-0.956
PM7_COSMO_Area_square_ang	429.25
PM7_COSMO_Volue_cubic_ang	557.19
PM7_Electron_Affinity_ev	0.956
PM7_Ionization_Energy_ev	9.299
PM7_Energy_Gap_ev	8.343
PM7_Global_Hardness_ev	4.1715
PM7_Global_Softness_ev	0.239721922569819
PM7_Chemical_Potential_ev	-5.1275
PM7_Electronigativity_ev	5.1275
PM7_Back_Donation_Energy_ev	-1.042875
PM7_Electrophilicity_ev	3.151295247512885
OPENEYE_Name	4-[(1~{S})-1-[[2-[(2,4-dichloro-5-fluoro-phenyl)methyl]-5,7-dihydro-4~{H}-thieno[2,3-c]pyran-3-carbonyl]amino]ethyl]benzoic acid
SMILES	c1cc(ccc1C(=O)O)C(C)NC(=O)c2c3c(sc2Cc4cc(c(cc4Cl)Cl)F)COCC3
Canonical_SMILES	O=C(c1c(sc2c1CCOC2)Cc1cc(F)c(cc1Cl)Cl)N[C@H](c1ccc(cc1)C(=O)O)C
InChI	1/C24H20Cl2FNO4S/c1-12(13-2-4-14(5-3-13)24(30)31)28-23(29)22-16-6-7-32-11-21(16)33-20(22)9-15-8-19(27)18(26)10-17(15)25/h2-5,8,10,12H,6-7,9,11H2,1H3,(H,28,29)(H,30,31)/f/h28,30H
InChI_3D	1S/C24H20Cl2FNO4S/c1-12(13-2-4-14(5-3-13)24(30)31)28-23(29)22-16-6-7-32-11-21(16)33-20(22)9-15-8-19(27)18(26)10-17(15)25/h2-5,8,10,12H,6-7,9,11H2,1H3,(H,28,29)(H,30,31)/t12-/m0/s1
AuxInfo	1/1/N:22,3,4,1,2,19,21,5,23,6,20,24,10,7,11,9,13,14,12,16,15,8,17,18,32,33,30,25,26,27,29,28,31/E:(2,3)(4,5)(30,31)/F:22,3,4,1,2,19,21,5,23,6,20,24,10,7,11,9,13,14,12,16,15,8,17,18,32,33,30,25,26,29,27,28,31/E:(2,3)(4,5)/rA:53cCCCCCCCCCCCCCCCCCCCCCCCCNOOOOFSClClHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s1d2;;s8;s3d4;d5;s5;d6s11;s6d12;d9;d8;s8;s7;s9;s15;s19;;s11s16;s10s22;s17s24;d17;d18;s20s21;s18;s12;s15s16;s13;s14;s1;s2;s3;s4;s5;s6;s19;s19;s20;s20;s21;s21;s22;s22;s22;s23;s23;s24;s25;s29;/rC:4.4734,5.7922,0;6.1235,5.256,0;4.1628,4.8362,0;5.8128,4.3,0;5.7832,.364,0;6.7886,-1.3709,0;5.4522,5.9973,0;2.6938,.311,0;1.736,0,0;4.8309,4.0853,0;5.2858,-.5035,0;6.7884,.3641,0;5.7834,-1.371,0;7.2962,-.5034,0;1.736,-1.0071,0;3.2858,-.5036,0;3.0028,1.262,0;5.7613,6.9483,0;.868,.5079,0;.868,-1.5037,0;;3.339,2.73,0;4.2858,-.5035,0;4.2901,2.421,0;3.981,1.4699,0;2.3337,2.0052,0;5.0921,7.6915,0;0,-1.0058,0;6.7394,7.1562,0;7.2858,1.2316,0;2.6938,-1.3184,0;5.2821,-2.2363,0;8.2962,-.5033,0;4.1394,6.1643,0;6.6124,5.3607,0;3.6734,4.7338,0;6.1485,3.9295,0;5.5326,.7967,0;7.0373,-1.8046,0;.5459,.8903,0;1.1901,.8903,0;1.1887,-1.8873,0;.5468,-1.8869,0;-.4922,-.0878,0;-.1728,.4692,0;3.4935,3.2055,0;3.1845,2.2545,0;2.8635,2.8845,0;4.2858,-1.0035,0;4.2858,-.0035,0;4.7656,2.2664,0;4.3156,1.0983,0;6.8939,7.6317,0;
Duplicates	CHEMBL5196679
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196679.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196679.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196500-0005196749/CHEMBL5196679.sdf