CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5185966 (2527786)

Formula C₂₄H₂₁FN₂O₅S

MW 468.5

InChIKey FAJKXBVICQBKNF-SCBSJJOQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 54

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 9

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.49

logP 4.8653

PSA 132.97

MR 121.451

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -184.21658

PM7_Total_Energy_ev -5722.85804

PM7_Electronic_Energy_ev -48542.46893

PM7_Dipole_Debye 1.99209

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.899

PM7_LUMO_Energy_ev -1.151

PM7_COSMO_Area_square_ang 428.5

PM7_COSMO_Volue_cubic_ang 525.7

PM7_Electron_Affinity_ev 1.151

PM7_Ionization_Energy_ev 8.899

PM7_Energy_Gap_ev 7.748

PM7_Global_Hardness_ev 3.874

PM7_Global_Softness_ev 0.2581311306143521

PM7_Chemical_Potential_ev -5.025

PM7_Electronigativity_ev 5.025

PM7_Back_Donation_Energy_ev -0.9685

PM7_Electrophilicity_ev 3.2589861899845123

OPENEYE_Name 4-[(1~{S})-1-[[2-[(4-fluorobenzoyl)amino]-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(sc2NC(=O)c4ccc(cc4)F)COCC3

Canonical_SMILES Fc1ccc(cc1)C(=O)Nc1sc2c(c1C(=O)N[C@H](c1ccc(cc1)C(=O)O)C)CCOC2

InChI 1/C24H21FN2O5S/c1-13(14-2-4-16(5-3-14)24(30)31)26-22(29)20-18-10-11-32-12-19(18)33-23(20)27-21(28)15-6-8-17(25)9-7-15/h2-9,13H,10-12H2,1H3,(H,26,29)(H,27,28)(H,30,31)/f/h26-27,30H

InChI_3D 1S/C24H21FN2O5S/c1-13(14-2-4-16(5-3-14)24(30)31)26-22(29)20-18-10-11-32-12-19(18)33-23(20)27-21(28)15-6-8-17(25)9-7-15/h2-9,13H,10-12H2,1H3,(H,26,29)(H,27,28)(H,30,31)/t13-/m0/s1

AuxInfo 1/1/N:23,5,6,1,2,3,4,7,8,20,22,21,24,13,9,10,14,12,15,11,17,18,16,19,32,26,25,27,28,29,31,30,33/E:(2,3)(4,5)(6,7)(8,9)(30,31)/F:23,5,6,1,2,3,4,7,8,20,22,21,24,13,9,10,14,12,15,11,17,18,16,19,32,26,25,27,28,31,29,30,33/E:(2,3)(4,5)(6,7)(8,9)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOFSHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s3d4;s1d2;;s11;s5d6;s7d8;d12;d11;s9;s11;s10;s12;s15;s20;;s13s23;s16s17;s18s24;d17;d18;d19;s21s22;s19;s14;s15s16;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s22;s23;s23;s23;s24;s25;s26;s31;/rC:-.7285,3.1396,0;-.1923,4.7897,0;6.2834,-2.2369,0;6.2833,-.5019,0;.2275,2.829,0;.7637,4.479,0;7.2886,-2.2369,0;7.2885,-.5019,0;5.7859,-1.3695,0;-.9335,4.1184,0;2.6938,.311,0;1.736,0,0;.9785,3.4971,0;7.7962,-1.3694,0;1.736,-1.0071,0;3.2858,-.5036,0;4.7859,-1.3695,0;3.0028,1.262,0;-1.8846,4.4275,0;.868,.5079,0;.868,-1.5037,0;;3.5938,2.6472,0;2.6428,2.9563,0;4.2858,-.5035,0;2.3337,2.0052,0;4.2859,-2.2356,0;3.981,1.4699,0;-2.6277,3.7584,0;0,-1.0058,0;-2.0924,5.4056,0;8.7962,-1.3693,0;2.6938,-1.3184,0;-1.1005,2.8056,0;-.2969,5.2786,0;6.0328,-2.6696,0;6.0326,-.0693,0;.33,2.3396,0;1.1343,4.8147,0;7.5373,-2.6706,0;7.5372,-.0681,0;.5459,.8903,0;1.1901,.8903,0;1.1887,-1.8873,0;.5468,-1.8869,0;-.4922,-.0878,0;-.1728,.4692,0;3.7484,3.1227,0;3.4393,2.1717,0;4.0694,2.4927,0;2.7973,3.4318,0;4.5358,-.0705,0;1.8447,1.9013,0;-2.568,5.5601,0;

Duplicates CHEMBL5185966

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185966.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185966.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185966.sdf

Formula	C₂₄H₂₁FN₂O₅S
MW	468.5
InChIKey	FAJKXBVICQBKNF-SCBSJJOQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	54
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	9
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.49
logP	4.8653
PSA	132.97
MR	121.451
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-184.21658
PM7_Total_Energy_ev	-5722.85804
PM7_Electronic_Energy_ev	-48542.46893
PM7_Dipole_Debye	1.99209
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.899
PM7_LUMO_Energy_ev	-1.151
PM7_COSMO_Area_square_ang	428.5
PM7_COSMO_Volue_cubic_ang	525.7
PM7_Electron_Affinity_ev	1.151
PM7_Ionization_Energy_ev	8.899
PM7_Energy_Gap_ev	7.748
PM7_Global_Hardness_ev	3.874
PM7_Global_Softness_ev	0.2581311306143521
PM7_Chemical_Potential_ev	-5.025
PM7_Electronigativity_ev	5.025
PM7_Back_Donation_Energy_ev	-0.9685
PM7_Electrophilicity_ev	3.2589861899845123
OPENEYE_Name	4-[(1~{S})-1-[[2-[(4-fluorobenzoyl)amino]-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(sc2NC(=O)c4ccc(cc4)F)COCC3
Canonical_SMILES	Fc1ccc(cc1)C(=O)Nc1sc2c(c1C(=O)N[C@H](c1ccc(cc1)C(=O)O)C)CCOC2
InChI	1/C24H21FN2O5S/c1-13(14-2-4-16(5-3-14)24(30)31)26-22(29)20-18-10-11-32-12-19(18)33-23(20)27-21(28)15-6-8-17(25)9-7-15/h2-9,13H,10-12H2,1H3,(H,26,29)(H,27,28)(H,30,31)/f/h26-27,30H
InChI_3D	1S/C24H21FN2O5S/c1-13(14-2-4-16(5-3-14)24(30)31)26-22(29)20-18-10-11-32-12-19(18)33-23(20)27-21(28)15-6-8-17(25)9-7-15/h2-9,13H,10-12H2,1H3,(H,26,29)(H,27,28)(H,30,31)/t13-/m0/s1
AuxInfo	1/1/N:23,5,6,1,2,3,4,7,8,20,22,21,24,13,9,10,14,12,15,11,17,18,16,19,32,26,25,27,28,29,31,30,33/E:(2,3)(4,5)(6,7)(8,9)(30,31)/F:23,5,6,1,2,3,4,7,8,20,22,21,24,13,9,10,14,12,15,11,17,18,16,19,32,26,25,27,28,31,29,30,33/E:(2,3)(4,5)(6,7)(8,9)/rA:54cCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOFSHHHHHHHHHHHHHHHHHHHHH/rB:;;;d1;s2;d3;s4;s3d4;s1d2;;s11;s5d6;s7d8;d12;d11;s9;s11;s10;s12;s15;s20;;s13s23;s16s17;s18s24;d17;d18;d19;s21s22;s19;s14;s15s16;s1;s2;s3;s4;s5;s6;s7;s8;s20;s20;s21;s21;s22;s22;s23;s23;s23;s24;s25;s26;s31;/rC:-.7285,3.1396,0;-.1923,4.7897,0;6.2834,-2.2369,0;6.2833,-.5019,0;.2275,2.829,0;.7637,4.479,0;7.2886,-2.2369,0;7.2885,-.5019,0;5.7859,-1.3695,0;-.9335,4.1184,0;2.6938,.311,0;1.736,0,0;.9785,3.4971,0;7.7962,-1.3694,0;1.736,-1.0071,0;3.2858,-.5036,0;4.7859,-1.3695,0;3.0028,1.262,0;-1.8846,4.4275,0;.868,.5079,0;.868,-1.5037,0;;3.5938,2.6472,0;2.6428,2.9563,0;4.2858,-.5035,0;2.3337,2.0052,0;4.2859,-2.2356,0;3.981,1.4699,0;-2.6277,3.7584,0;0,-1.0058,0;-2.0924,5.4056,0;8.7962,-1.3693,0;2.6938,-1.3184,0;-1.1005,2.8056,0;-.2969,5.2786,0;6.0328,-2.6696,0;6.0326,-.0693,0;.33,2.3396,0;1.1343,4.8147,0;7.5373,-2.6706,0;7.5372,-.0681,0;.5459,.8903,0;1.1901,.8903,0;1.1887,-1.8873,0;.5468,-1.8869,0;-.4922,-.0878,0;-.1728,.4692,0;3.7484,3.1227,0;3.4393,2.1717,0;4.0694,2.4927,0;2.7973,3.4318,0;4.5358,-.0705,0;1.8447,1.9013,0;-2.568,5.5601,0;
Duplicates	CHEMBL5185966
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185966.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185966.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005185750-0005185999/CHEMBL5185966.sdf