CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5196288_p0 (2539052)

Formula C₂₅H₃₂N₂O₅S

MW 472.6

InChIKey UETJLTQVOPDKSJ-IGBJZSFZNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 67

Rotat_Bonds 13

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 7

HB_Donor 4

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.1

logP 4.8539

PSA 136.13

MR 130.114

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -171.15689

PM7_Total_Energy_ev -5528.50253

PM7_Electronic_Energy_ev -50178.38822

PM7_Dipole_Debye 6.68263

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.903

PM7_LUMO_Energy_ev -0.686

PM7_COSMO_Area_square_ang 488.93

PM7_COSMO_Volue_cubic_ang 588.32

PM7_Electron_Affinity_ev 0.686

PM7_Ionization_Energy_ev 8.903

PM7_Energy_Gap_ev 8.217

PM7_Global_Hardness_ev 4.1085

PM7_Global_Softness_ev 0.24339783375927954

PM7_Chemical_Potential_ev -4.7945

PM7_Electronigativity_ev 4.7945

PM7_Back_Donation_Energy_ev -1.027125

PM7_Electrophilicity_ev 2.797521023487891

OPENEYE_Name (3~{R},4~{R},5~{S})-4-acetamido-3-(1-ethylpropoxy)-5-[[2-hydroxy-4-(3-thienyl)phenyl]methylamino]cyclohexene-1-carboxylic acid

SMILES c1cc(c(cc1c2ccsc2)O)CNC3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)O

Canonical_SMILES CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)NCc1ccc(cc1O)c1ccsc1)C(=O)O)CC

InChI 1/C25H32N2O5S/c1-4-20(5-2)32-23-12-19(25(30)31)10-21(24(23)27-15(3)28)26-13-17-7-6-16(11-22(17)29)18-8-9-33-14-18/h6-9,11-12,14,20-21,23-24,26,29H,4-5,10,13H2,1-3H3,(H,27,28)(H,30,31)/f/h27,30H

InChI_3D 1S/C25H32N2O5S/c1-4-20(5-2)32-23-12-19(25(30)31)10-21(24(23)27-15(3)28)26-13-17-7-6-16(11-22(17)29)18-8-9-33-14-18/h6-9,11-12,14,20-21,23-24,26,29H,4-5,10,13H2,1-3H3,(H,27,28)(H,30,31)/t21-,23+,24+/m0/s1

AuxInfo 1/1/N:20,21,19,23,24,1,2,3,5,15,4,11,22,6,14,7,9,8,12,25,17,10,16,18,13,27,26,29,30,28,31,32,33/E:(1,2)(4,5)(30,31)/F:20,21,19,23,24,1,2,3,5,15,4,11,22,6,14,7,9,8,12,25,17,10,16,18,13,27,26,29,30,31,28,32,33/E:(1,2)(4,5)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;;s1d4;s3d6s7;s2;s4d9;;d11;s12;;s12;s11;s15;s16s17;s14;;;s9;s20;s21;s23s24;s14s18;s17s22;d13;d14;s10;s13;s16s25;s5s6;s1;s2;s3;s4;s5;s6;s11;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s30;s31;/rC:2.5831,-.7078,0;3.1735,-1.515,0;;1.1797,-1.7281,0;-.3065,.9518,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.7649,-2.4334,0;1.7659,-2.5446,0;6.6117,-5.0469,0;6.6715,-4.0486,0;7.5671,-3.6038,0;3.4789,-5.9735,0;5.8401,-3.4929,0;5.7114,-5.4939,0;4.9398,-3.94,0;4.8709,-4.9428,0;3.0805,-6.8908,0;8.3004,-7.3097,0;5.2944,-8.2914,0;3.3552,-3.2406,0;7.7053,-6.5061,0;6.098,-7.6963,0;6.9017,-7.1012,0;4.4725,-5.86,0;3.9456,-4.0477,0;8.4001,-4.1571,0;2.8838,-5.1699,0;1.3594,-3.4583,0;7.6298,-2.6058,0;6.3066,-6.2976,0;.5008,1.5426,0;2.7864,-.251,0;3.6707,-1.4619,0;-.2944,-.4041,0;.6823,-1.779,0;-.7821,1.1061,0;1.789,1.1056,0;7.0286,-5.3229,0;5.5437,-3.0902,0;6.1855,-3.1314,0;5.3681,-5.8574,0;4.7995,-3.4601,0;4.3851,-4.8243,0;3.5391,-7.09,0;2.6219,-6.6915,0;2.8813,-7.3494,0;7.8986,-7.6073,0;8.7023,-7.0122,0;8.598,-7.7115,0;4.9968,-7.8896,0;5.592,-8.6933,0;4.8926,-8.589,0;3.7588,-2.9454,0;2.9517,-3.5357,0;7.4078,-6.1043,0;8.1071,-6.2085,0;6.3956,-8.0981,0;5.8005,-7.2945,0;7.1992,-7.503,0;4.77,-6.2618,0;3.7437,-4.5051,0;1.6534,-3.8627,0;8.0776,-2.3834,0;

Duplicates CHEMBL5196288_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196288_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196288_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196288_p0.sdf

Formula	C₂₅H₃₂N₂O₅S
MW	472.6
InChIKey	UETJLTQVOPDKSJ-IGBJZSFZNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	67
Rotat_Bonds	13
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	7
HB_Donor	4
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.1
logP	4.8539
PSA	136.13
MR	130.114
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-171.15689
PM7_Total_Energy_ev	-5528.50253
PM7_Electronic_Energy_ev	-50178.38822
PM7_Dipole_Debye	6.68263
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.903
PM7_LUMO_Energy_ev	-0.686
PM7_COSMO_Area_square_ang	488.93
PM7_COSMO_Volue_cubic_ang	588.32
PM7_Electron_Affinity_ev	0.686
PM7_Ionization_Energy_ev	8.903
PM7_Energy_Gap_ev	8.217
PM7_Global_Hardness_ev	4.1085
PM7_Global_Softness_ev	0.24339783375927954
PM7_Chemical_Potential_ev	-4.7945
PM7_Electronigativity_ev	4.7945
PM7_Back_Donation_Energy_ev	-1.027125
PM7_Electrophilicity_ev	2.797521023487891
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-3-(1-ethylpropoxy)-5-[[2-hydroxy-4-(3-thienyl)phenyl]methylamino]cyclohexene-1-carboxylic acid
SMILES	c1cc(c(cc1c2ccsc2)O)CNC3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)O
Canonical_SMILES	CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)NCc1ccc(cc1O)c1ccsc1)C(=O)O)CC
InChI	1/C25H32N2O5S/c1-4-20(5-2)32-23-12-19(25(30)31)10-21(24(23)27-15(3)28)26-13-17-7-6-16(11-22(17)29)18-8-9-33-14-18/h6-9,11-12,14,20-21,23-24,26,29H,4-5,10,13H2,1-3H3,(H,27,28)(H,30,31)/f/h27,30H
InChI_3D	1S/C25H32N2O5S/c1-4-20(5-2)32-23-12-19(25(30)31)10-21(24(23)27-15(3)28)26-13-17-7-6-16(11-22(17)29)18-8-9-33-14-18/h6-9,11-12,14,20-21,23-24,26,29H,4-5,10,13H2,1-3H3,(H,27,28)(H,30,31)/t21-,23+,24+/m0/s1
AuxInfo	1/1/N:20,21,19,23,24,1,2,3,5,15,4,11,22,6,14,7,9,8,12,25,17,10,16,18,13,27,26,29,30,28,31,32,33/E:(1,2)(4,5)(30,31)/F:20,21,19,23,24,1,2,3,5,15,4,11,22,6,14,7,9,8,12,25,17,10,16,18,13,27,26,29,30,31,28,32,33/E:(1,2)(4,5)/rA:65cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOOSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;;s1d4;s3d6s7;s2;s4d9;;d11;s12;;s12;s11;s15;s16s17;s14;;;s9;s20;s21;s23s24;s14s18;s17s22;d13;d14;s10;s13;s16s25;s5s6;s1;s2;s3;s4;s5;s6;s11;s15;s15;s16;s17;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s22;s23;s23;s24;s24;s25;s26;s27;s30;s31;/rC:2.5831,-.7078,0;3.1735,-1.515,0;;1.1797,-1.7281,0;-.3065,.9518,0;1.3133,.9518,0;1.5883,-.8097,0;1.0015,0,0;2.7649,-2.4334,0;1.7659,-2.5446,0;6.6117,-5.0469,0;6.6715,-4.0486,0;7.5671,-3.6038,0;3.4789,-5.9735,0;5.8401,-3.4929,0;5.7114,-5.4939,0;4.9398,-3.94,0;4.8709,-4.9428,0;3.0805,-6.8908,0;8.3004,-7.3097,0;5.2944,-8.2914,0;3.3552,-3.2406,0;7.7053,-6.5061,0;6.098,-7.6963,0;6.9017,-7.1012,0;4.4725,-5.86,0;3.9456,-4.0477,0;8.4001,-4.1571,0;2.8838,-5.1699,0;1.3594,-3.4583,0;7.6298,-2.6058,0;6.3066,-6.2976,0;.5008,1.5426,0;2.7864,-.251,0;3.6707,-1.4619,0;-.2944,-.4041,0;.6823,-1.779,0;-.7821,1.1061,0;1.789,1.1056,0;7.0286,-5.3229,0;5.5437,-3.0902,0;6.1855,-3.1314,0;5.3681,-5.8574,0;4.7995,-3.4601,0;4.3851,-4.8243,0;3.5391,-7.09,0;2.6219,-6.6915,0;2.8813,-7.3494,0;7.8986,-7.6073,0;8.7023,-7.0122,0;8.598,-7.7115,0;4.9968,-7.8896,0;5.592,-8.6933,0;4.8926,-8.589,0;3.7588,-2.9454,0;2.9517,-3.5357,0;7.4078,-6.1043,0;8.1071,-6.2085,0;6.3956,-8.0981,0;5.8005,-7.2945,0;7.1992,-7.503,0;4.77,-6.2618,0;3.7437,-4.5051,0;1.6534,-3.8627,0;8.0776,-2.3834,0;
Duplicates	CHEMBL5196288_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196288_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196288_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005196250-0005196499/CHEMBL5196288_p0.sdf