CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5194874_p0 (2537522)

Formula C₂₅H₃₀F₂N₂O₄S

MW 492.58

InChIKey RYCGZJTVPJNNAA-SCXYCHFONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 34

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 5.4265

PSA 115.9

MR 128.007

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -217.58123

PM7_Total_Energy_ev -6137.38053

PM7_Electronic_Energy_ev -53692.56874

PM7_Dipole_Debye 6.49439

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.13

PM7_LUMO_Energy_ev -0.961

PM7_COSMO_Area_square_ang 489.81

PM7_COSMO_Volue_cubic_ang 593.71

PM7_Electron_Affinity_ev 0.961

PM7_Ionization_Energy_ev 9.13

PM7_Energy_Gap_ev 8.169

PM7_Global_Hardness_ev 4.0845

PM7_Global_Softness_ev 0.24482800832415227

PM7_Chemical_Potential_ev -5.0455

PM7_Electronigativity_ev 5.0455

PM7_Back_Donation_Energy_ev -1.021125

PM7_Electrophilicity_ev 3.1163019035377646

OPENEYE_Name (3~{R},4~{R},5~{S})-4-acetamido-5-[[2,6-difluoro-4-(3-thienyl)phenyl]methylamino]-3-(1-ethylpropoxy)cyclohexene-1-carboxylic acid

SMILES c1cscc1c2cc(c(c(c2)F)CNC3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)O)F

Canonical_SMILES CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)NCc1c(F)cc(cc1F)c1ccsc1)C(=O)O)CC

InChI 1/C25H30F2N2O4S/c1-4-18(5-2)33-23-11-17(25(31)32)10-22(24(23)29-14(3)30)28-12-19-20(26)8-16(9-21(19)27)15-6-7-34-13-15/h6-9,11,13,18,22-24,28H,4-5,10,12H2,1-3H3,(H,29,30)(H,31,32)/f/h29,31H

InChI_3D 1S/C25H30F2N2O4S/c1-4-18(5-2)33-23-11-17(25(31)32)10-22(24(23)29-14(3)30)28-12-19-20(26)8-16(9-21(19)27)15-6-7-34-13-15/h6-9,11,13,18,22-24,28H,4-5,10,12H2,1-3H3,(H,29,30)(H,31,32)/t22-,23+,24+/m0/s1

AuxInfo 1/1/N:20,21,19,23,24,1,4,2,3,15,11,22,5,14,6,7,12,25,8,9,10,17,16,18,13,32,33,27,26,29,28,30,31,34/E:(1,2)(4,5)(8,9)(20,21)(26,27)(31,32)/F:20,21,19,23,24,1,4,2,3,15,11,22,5,14,6,7,12,25,8,9,10,17,16,18,13,32,33,27,26,29,30,28,31,34/E:(1,2)(4,5)(8,9)(20,21)(26,27)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;s1d5;d2s3s6;;s2d8;d3s8;;d11;s12;;s12;s11;s15;s16s17;s14;;;s8;s20;s21;s23s24;s14s18;s17s22;d13;d14;s13;s16s25;s9;s10;s4s5;s1;s2;s3;s4;s5;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:;1.1818,-1.7234,0;2.5883,-.7073,0;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;1.5883,-.8097,0;2.765,-2.4333,0;1.7651,-2.5357,0;3.1817,-1.5186,0;6.5888,-5.0805,0;6.6573,-4.0828,0;7.5568,-3.6459,0;3.1431,-6.6648,0;5.8308,-3.5198,0;5.6846,-5.5196,0;4.9266,-3.9589,0;4.8489,-4.9611,0;2.7366,-7.5785,0;5.2429,-8.3133,0;8.4783,-5.9613,0;3.3483,-3.2456,0;6.0518,-7.7253,0;7.6695,-6.5493,0;6.8606,-7.1373,0;4.1376,-6.56,0;3.9315,-4.0579,0;8.3849,-4.2065,0;2.5551,-5.856,0;7.6283,-2.6485,0;6.2726,-6.3285,0;1.3546,-3.4476,0;4.1765,-1.4167,0;.5008,1.5426,0;-.2944,-.4041,0;.6844,-1.7743,0;2.7915,-.2505,0;-.7821,1.1061,0;1.789,1.1056,0;7.0032,-5.3602,0;5.538,-3.1145,0;6.1794,-3.1614,0;5.3381,-5.8801,0;4.7905,-3.4778,0;4.3642,-4.8383,0;2.2798,-7.3752,0;3.1935,-7.7817,0;2.5334,-8.0353,0;5.5369,-8.7178,0;4.9489,-7.9089,0;4.8385,-8.6074,0;8.1843,-5.5568,0;8.7723,-6.3657,0;8.8827,-5.6673,0;2.9421,-3.5372,0;3.7544,-2.954,0;5.7578,-7.3209,0;6.3458,-8.1298,0;7.9635,-6.9537,0;7.3755,-6.1449,0;7.1546,-7.5417,0;4.4316,-6.9644,0;3.7256,-4.5135,0;8.078,-2.4301,0;

Duplicates CHEMBL5194874_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194874_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194874_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194874_p0.sdf

Formula	C₂₅H₃₀F₂N₂O₄S
MW	492.58
InChIKey	RYCGZJTVPJNNAA-SCXYCHFONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	34
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	5.4265
PSA	115.9
MR	128.007
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-217.58123
PM7_Total_Energy_ev	-6137.38053
PM7_Electronic_Energy_ev	-53692.56874
PM7_Dipole_Debye	6.49439
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.13
PM7_LUMO_Energy_ev	-0.961
PM7_COSMO_Area_square_ang	489.81
PM7_COSMO_Volue_cubic_ang	593.71
PM7_Electron_Affinity_ev	0.961
PM7_Ionization_Energy_ev	9.13
PM7_Energy_Gap_ev	8.169
PM7_Global_Hardness_ev	4.0845
PM7_Global_Softness_ev	0.24482800832415227
PM7_Chemical_Potential_ev	-5.0455
PM7_Electronigativity_ev	5.0455
PM7_Back_Donation_Energy_ev	-1.021125
PM7_Electrophilicity_ev	3.1163019035377646
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-5-[[2,6-difluoro-4-(3-thienyl)phenyl]methylamino]-3-(1-ethylpropoxy)cyclohexene-1-carboxylic acid
SMILES	c1cscc1c2cc(c(c(c2)F)CNC3CC(=CC(C3NC(=O)C)OC(CC)CC)C(=O)O)F
Canonical_SMILES	CCC(O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)NCc1c(F)cc(cc1F)c1ccsc1)C(=O)O)CC
InChI	1/C25H30F2N2O4S/c1-4-18(5-2)33-23-11-17(25(31)32)10-22(24(23)29-14(3)30)28-12-19-20(26)8-16(9-21(19)27)15-6-7-34-13-15/h6-9,11,13,18,22-24,28H,4-5,10,12H2,1-3H3,(H,29,30)(H,31,32)/f/h29,31H
InChI_3D	1S/C25H30F2N2O4S/c1-4-18(5-2)33-23-11-17(25(31)32)10-22(24(23)29-14(3)30)28-12-19-20(26)8-16(9-21(19)27)15-6-7-34-13-15/h6-9,11,13,18,22-24,28H,4-5,10,12H2,1-3H3,(H,29,30)(H,31,32)/t22-,23+,24+/m0/s1
AuxInfo	1/1/N:20,21,19,23,24,1,4,2,3,15,11,22,5,14,6,7,12,25,8,9,10,17,16,18,13,32,33,27,26,29,28,30,31,34/E:(1,2)(4,5)(8,9)(20,21)(26,27)(31,32)/F:20,21,19,23,24,1,4,2,3,15,11,22,5,14,6,7,12,25,8,9,10,17,16,18,13,32,33,27,26,29,30,28,31,34/E:(1,2)(4,5)(8,9)(20,21)(26,27)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;;s1d5;d2s3s6;;s2d8;d3s8;;d11;s12;;s12;s11;s15;s16s17;s14;;;s8;s20;s21;s23s24;s14s18;s17s22;d13;d14;s13;s16s25;s9;s10;s4s5;s1;s2;s3;s4;s5;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:;1.1818,-1.7234,0;2.5883,-.7073,0;-.3065,.9518,0;1.3133,.9518,0;1.0015,0,0;1.5883,-.8097,0;2.765,-2.4333,0;1.7651,-2.5357,0;3.1817,-1.5186,0;6.5888,-5.0805,0;6.6573,-4.0828,0;7.5568,-3.6459,0;3.1431,-6.6648,0;5.8308,-3.5198,0;5.6846,-5.5196,0;4.9266,-3.9589,0;4.8489,-4.9611,0;2.7366,-7.5785,0;5.2429,-8.3133,0;8.4783,-5.9613,0;3.3483,-3.2456,0;6.0518,-7.7253,0;7.6695,-6.5493,0;6.8606,-7.1373,0;4.1376,-6.56,0;3.9315,-4.0579,0;8.3849,-4.2065,0;2.5551,-5.856,0;7.6283,-2.6485,0;6.2726,-6.3285,0;1.3546,-3.4476,0;4.1765,-1.4167,0;.5008,1.5426,0;-.2944,-.4041,0;.6844,-1.7743,0;2.7915,-.2505,0;-.7821,1.1061,0;1.789,1.1056,0;7.0032,-5.3602,0;5.538,-3.1145,0;6.1794,-3.1614,0;5.3381,-5.8801,0;4.7905,-3.4778,0;4.3642,-4.8383,0;2.2798,-7.3752,0;3.1935,-7.7817,0;2.5334,-8.0353,0;5.5369,-8.7178,0;4.9489,-7.9089,0;4.8385,-8.6074,0;8.1843,-5.5568,0;8.7723,-6.3657,0;8.8827,-5.6673,0;2.9421,-3.5372,0;3.7544,-2.954,0;5.7578,-7.3209,0;6.3458,-8.1298,0;7.9635,-6.9537,0;7.3755,-6.1449,0;7.1546,-7.5417,0;4.4316,-6.9644,0;3.7256,-4.5135,0;8.078,-2.4301,0;
Duplicates	CHEMBL5194874_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194874_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194874_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005194750-0005194999/CHEMBL5194874_p0.sdf