CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197351_p0 (2540219)

Formula C₂₅H₃₁ClN₂O₄S

MW 491.04

InChIKey ZBODECNZYYNPIT-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 66

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 6

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.26

logP 5.8017

PSA 115.9

MR 133.101

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -138.66506

PM7_Total_Energy_ev -5486.72357

PM7_Electronic_Energy_ev -50053.572

PM7_Dipole_Debye 5.39141

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.001

PM7_LUMO_Energy_ev -0.794

PM7_COSMO_Area_square_ang 490.72

PM7_COSMO_Volue_cubic_ang 598.45

PM7_Electron_Affinity_ev 0.794

PM7_Ionization_Energy_ev 9.001

PM7_Energy_Gap_ev 8.207

PM7_Global_Hardness_ev 4.1035

PM7_Global_Softness_ev 0.24369440721335445

PM7_Chemical_Potential_ev -4.8975

PM7_Electronigativity_ev 4.8975

PM7_Back_Donation_Energy_ev -1.025875

PM7_Electrophilicity_ev 2.922566863652979

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

SMILES c1cc(c(cc1c2ccsc2)Cl)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(cc1Cl)c1ccsc1)C(=O)O)CC

InChI 1/C25H31ClN2O4S/c1-4-20(5-2)32-23-12-19(25(30)31)11-22(24(23)28-15(3)29)27-13-17-7-6-16(10-21(17)26)18-8-9-33-14-18/h6-10,12,14,20,22-24,27H,4-5,11,13H2,1-3H3,(H,28,29)(H,30,31)/f/h28,30H

InChI_3D 1S/C25H31ClN2O4S/c1-4-20(5-2)32-23-12-19(25(30)31)11-22(24(23)28-15(3)29)27-13-17-7-6-16(10-21(17)26)18-8-9-33-14-18/h6-10,12,14,20,22-24,27H,4-5,11,13H2,1-3H3,(H,28,29)(H,30,31)/t22-,23+,24+/m0/s1

AuxInfo 1/1/N:20,21,19,23,24,1,2,3,5,4,15,11,22,6,14,7,9,8,12,25,10,17,16,18,13,33,27,26,29,28,30,31,32/E:(1,2)(4,5)(30,31)/F:20,21,19,23,24,1,2,3,5,4,15,11,22,6,14,7,9,8,12,25,10,17,16,18,13,33,27,26,29,30,28,31,32/E:(1,2)(4,5)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;;s1d4;s3d6s7;s2;s4d9;;d11;s12;;s12;s11;s15;s16s17;s14;;;s9;s20;s21;s23s24;s14s18;s17s22;d13;d14;s13;s16s25;s5s6;s10;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;/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;5.2944,-8.2914,0;8.509,-5.911,0;3.3552,-3.2406,0;6.098,-7.6963,0;7.7053,-6.5061,0;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;7.6298,-2.6058,0;6.3066,-6.2976,0;.5008,1.5426,0;1.3594,-3.4583,0;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;5.592,-8.6933,0;4.9968,-7.8896,0;4.8926,-8.589,0;8.8065,-6.3128,0;8.2114,-5.5092,0;8.9108,-5.6134,0;3.7588,-2.9454,0;2.9517,-3.5357,0;5.8005,-7.2945,0;6.3956,-8.0981,0;7.4078,-6.1043,0;8.0029,-6.9079,0;7.1992,-7.503,0;4.77,-6.2618,0;3.7437,-4.5051,0;8.0776,-2.3834,0;

Duplicates CHEMBL5197351_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197351_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197351_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197351_p0.sdf

Formula	C₂₅H₃₁ClN₂O₄S
MW	491.04
InChIKey	ZBODECNZYYNPIT-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	66
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	6
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.26
logP	5.8017
PSA	115.9
MR	133.101
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-138.66506
PM7_Total_Energy_ev	-5486.72357
PM7_Electronic_Energy_ev	-50053.572
PM7_Dipole_Debye	5.39141
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.001
PM7_LUMO_Energy_ev	-0.794
PM7_COSMO_Area_square_ang	490.72
PM7_COSMO_Volue_cubic_ang	598.45
PM7_Electron_Affinity_ev	0.794
PM7_Ionization_Energy_ev	9.001
PM7_Energy_Gap_ev	8.207
PM7_Global_Hardness_ev	4.1035
PM7_Global_Softness_ev	0.24369440721335445
PM7_Chemical_Potential_ev	-4.8975
PM7_Electronigativity_ev	4.8975
PM7_Back_Donation_Energy_ev	-1.025875
PM7_Electrophilicity_ev	2.922566863652979
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-5-[[2-chloro-4-(3-thienyl)phenyl]methylamino]-3-(1-ethylpropoxy)cyclohexene-1-carboxylic acid
SMILES	c1cc(c(cc1c2ccsc2)Cl)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(cc1Cl)c1ccsc1)C(=O)O)CC
InChI	1/C25H31ClN2O4S/c1-4-20(5-2)32-23-12-19(25(30)31)11-22(24(23)28-15(3)29)27-13-17-7-6-16(10-21(17)26)18-8-9-33-14-18/h6-10,12,14,20,22-24,27H,4-5,11,13H2,1-3H3,(H,28,29)(H,30,31)/f/h28,30H
InChI_3D	1S/C25H31ClN2O4S/c1-4-20(5-2)32-23-12-19(25(30)31)11-22(24(23)28-15(3)29)27-13-17-7-6-16(10-21(17)26)18-8-9-33-14-18/h6-10,12,14,20,22-24,27H,4-5,11,13H2,1-3H3,(H,28,29)(H,30,31)/t22-,23+,24+/m0/s1
AuxInfo	1/1/N:20,21,19,23,24,1,2,3,5,4,15,11,22,6,14,7,9,8,12,25,10,17,16,18,13,33,27,26,29,28,30,31,32/E:(1,2)(4,5)(30,31)/F:20,21,19,23,24,1,2,3,5,4,15,11,22,6,14,7,9,8,12,25,10,17,16,18,13,33,27,26,29,30,28,31,32/E:(1,2)(4,5)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOSClHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;;s1d4;s3d6s7;s2;s4d9;;d11;s12;;s12;s11;s15;s16s17;s14;;;s9;s20;s21;s23s24;s14s18;s17s22;d13;d14;s13;s16s25;s5s6;s10;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;/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;5.2944,-8.2914,0;8.509,-5.911,0;3.3552,-3.2406,0;6.098,-7.6963,0;7.7053,-6.5061,0;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;7.6298,-2.6058,0;6.3066,-6.2976,0;.5008,1.5426,0;1.3594,-3.4583,0;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;5.592,-8.6933,0;4.9968,-7.8896,0;4.8926,-8.589,0;8.8065,-6.3128,0;8.2114,-5.5092,0;8.9108,-5.6134,0;3.7588,-2.9454,0;2.9517,-3.5357,0;5.8005,-7.2945,0;6.3956,-8.0981,0;7.4078,-6.1043,0;8.0029,-6.9079,0;7.1992,-7.503,0;4.77,-6.2618,0;3.7437,-4.5051,0;8.0776,-2.3834,0;
Duplicates	CHEMBL5197351_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197351_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197351_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197351_p0.sdf