CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199263_p0 (2542223)

Formula C₂₅H₃₀F₂N₂O₄S

MW 492.58

InChIKey IVSIRMHVUHRRDQ-SCXYCHFONA-N

Entry_Date 2023-10-01

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 4.2

logP 5.4265

PSA 115.9

MR 128.007

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -219.03412

PM7_Total_Energy_ev -6137.44827

PM7_Electronic_Energy_ev -53648.21216

PM7_Dipole_Debye 6.53031

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.296

PM7_LUMO_Energy_ev -1.134

PM7_COSMO_Area_square_ang 488.54

PM7_COSMO_Volue_cubic_ang 590.82

PM7_Electron_Affinity_ev 1.134

PM7_Ionization_Energy_ev 9.296

PM7_Energy_Gap_ev 8.162

PM7_Global_Hardness_ev 4.081

PM7_Global_Softness_ev 0.2450379808870375

PM7_Chemical_Potential_ev -5.215

PM7_Electronigativity_ev 5.215

PM7_Back_Donation_Energy_ev -1.02025

PM7_Electrophilicity_ev 3.3320540308747857

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

SMILES c1cc(sc1)c2cc(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)c1cccs1)C(=O)O)CC

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

InChI_3D 1S/C25H30F2N2O4S/c1-4-17(5-2)33-22-12-16(25(31)32)11-21(24(22)29-14(3)30)28-13-18-19(26)9-15(10-20(18)27)23-7-6-8-34-23/h6-10,12,17,21-22,24,28H,4-5,11,13H2,1-3H3,(H,29,30)(H,31,32)/t21-,22+,24+/m0/s1

AuxInfo 1/1/N:20,21,19,23,24,1,2,5,3,4,15,11,22,14,6,12,25,7,8,9,17,16,10,18,13,32,33,27,26,29,28,30,31,34/E:(1,2)(4,5)(9,10)(19,20)(26,27)(31,32)/F:20,21,19,23,24,1,2,5,3,4,15,11,22,14,6,12,25,7,8,9,17,16,10,18,13,32,33,27,26,29,30,28,31,34/E:(1,2)(4,5)(9,10)(19,20)(26,27)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;;d1;d3s4;;s3d7;d4s7;d2s6;;d11;s12;;s12;s11;s15;s16s17;s14;;;s7;s20;s21;s23s24;s14s18;s17s22;d13;d14;s13;s16s25;s8;s9;s5s10;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:;1.0015,0,0;2.4755,2.2371,0;3.0118,.5869,0;-.3065,.9518,0;2.2648,1.2595,0;4.1727,1.8763,0;3.4257,2.5489,0;3.9696,.8919,0;1.3133,.9518,0;7.8475,4.7266,0;6.9167,5.0921,0;6.7706,6.0814,0;7.7602,1.4608,0;6.1311,4.4733,0;7.9943,3.7322,0;6.2779,3.4788,0;7.2103,3.1033,0;8.5092,.7983,0;11.237,2.7087,0;9.9671,6.5018,0;5.1228,2.1882,0;10.9195,3.657,0;10.2846,5.5535,0;10.6021,4.6052,0;7.9593,2.4408,0;6.073,2.5001,0;7.5544,6.7025,0;6.8119,1.1433,0;5.8409,6.4496,0;9.6538,4.2878,0;3.6321,3.5274,0;4.7128,.2228,0;.5008,1.5426,0;-.2944,-.4041,0;1.2949,-.4049,0;2.1039,2.5716,0;2.9065,.0981,0;-.7821,1.1061,0;8.2389,5.0378,0;5.6565,4.3159,0;5.8942,4.9135,0;8.2339,3.2933,0;5.7782,3.4938,0;6.9474,2.6779,0;8.178,.4238,0;8.8405,1.1729,0;8.8838,.4671,0;11.7111,2.8674,0;10.7629,2.55,0;11.3957,2.2346,0;9.493,6.343,0;10.4413,6.6605,0;9.8084,6.9759,0;5.2788,1.7131,0;4.9669,2.6633,0;10.4454,3.4982,0;11.3937,3.8157,0;10.7587,5.7123,0;9.8105,5.3948,0;11.0762,4.764,0;8.4335,2.5995,0;6.4455,2.1666,0;5.7679,6.9442,0;

Duplicates CHEMBL5199263_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199263_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199263_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199263_p0.sdf

Formula	C₂₅H₃₀F₂N₂O₄S
MW	492.58
InChIKey	IVSIRMHVUHRRDQ-SCXYCHFONA-N
Entry_Date	2023-10-01
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	4.2
logP	5.4265
PSA	115.9
MR	128.007
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-219.03412
PM7_Total_Energy_ev	-6137.44827
PM7_Electronic_Energy_ev	-53648.21216
PM7_Dipole_Debye	6.53031
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.296
PM7_LUMO_Energy_ev	-1.134
PM7_COSMO_Area_square_ang	488.54
PM7_COSMO_Volue_cubic_ang	590.82
PM7_Electron_Affinity_ev	1.134
PM7_Ionization_Energy_ev	9.296
PM7_Energy_Gap_ev	8.162
PM7_Global_Hardness_ev	4.081
PM7_Global_Softness_ev	0.2450379808870375
PM7_Chemical_Potential_ev	-5.215
PM7_Electronigativity_ev	5.215
PM7_Back_Donation_Energy_ev	-1.02025
PM7_Electrophilicity_ev	3.3320540308747857
OPENEYE_Name	(3~{R},4~{R},5~{S})-4-acetamido-5-[[2,6-difluoro-4-(2-thienyl)phenyl]methylamino]-3-(1-ethylpropoxy)cyclohexene-1-carboxylic acid
SMILES	c1cc(sc1)c2cc(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)c1cccs1)C(=O)O)CC
InChI	1/C25H30F2N2O4S/c1-4-17(5-2)33-22-12-16(25(31)32)11-21(24(22)29-14(3)30)28-13-18-19(26)9-15(10-20(18)27)23-7-6-8-34-23/h6-10,12,17,21-22,24,28H,4-5,11,13H2,1-3H3,(H,29,30)(H,31,32)/f/h29,31H
InChI_3D	1S/C25H30F2N2O4S/c1-4-17(5-2)33-22-12-16(25(31)32)11-21(24(22)29-14(3)30)28-13-18-19(26)9-15(10-20(18)27)23-7-6-8-34-23/h6-10,12,17,21-22,24,28H,4-5,11,13H2,1-3H3,(H,29,30)(H,31,32)/t21-,22+,24+/m0/s1
AuxInfo	1/1/N:20,21,19,23,24,1,2,5,3,4,15,11,22,14,6,12,25,7,8,9,17,16,10,18,13,32,33,27,26,29,28,30,31,34/E:(1,2)(4,5)(9,10)(19,20)(26,27)(31,32)/F:20,21,19,23,24,1,2,5,3,4,15,11,22,14,6,12,25,7,8,9,17,16,10,18,13,32,33,27,26,29,30,28,31,34/E:(1,2)(4,5)(9,10)(19,20)(26,27)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCCCNNOOOOFFSHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;;d1;d3s4;;s3d7;d4s7;d2s6;;d11;s12;;s12;s11;s15;s16s17;s14;;;s7;s20;s21;s23s24;s14s18;s17s22;d13;d14;s13;s16s25;s8;s9;s5s10;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:;1.0015,0,0;2.4755,2.2371,0;3.0118,.5869,0;-.3065,.9518,0;2.2648,1.2595,0;4.1727,1.8763,0;3.4257,2.5489,0;3.9696,.8919,0;1.3133,.9518,0;7.8475,4.7266,0;6.9167,5.0921,0;6.7706,6.0814,0;7.7602,1.4608,0;6.1311,4.4733,0;7.9943,3.7322,0;6.2779,3.4788,0;7.2103,3.1033,0;8.5092,.7983,0;11.237,2.7087,0;9.9671,6.5018,0;5.1228,2.1882,0;10.9195,3.657,0;10.2846,5.5535,0;10.6021,4.6052,0;7.9593,2.4408,0;6.073,2.5001,0;7.5544,6.7025,0;6.8119,1.1433,0;5.8409,6.4496,0;9.6538,4.2878,0;3.6321,3.5274,0;4.7128,.2228,0;.5008,1.5426,0;-.2944,-.4041,0;1.2949,-.4049,0;2.1039,2.5716,0;2.9065,.0981,0;-.7821,1.1061,0;8.2389,5.0378,0;5.6565,4.3159,0;5.8942,4.9135,0;8.2339,3.2933,0;5.7782,3.4938,0;6.9474,2.6779,0;8.178,.4238,0;8.8405,1.1729,0;8.8838,.4671,0;11.7111,2.8674,0;10.7629,2.55,0;11.3957,2.2346,0;9.493,6.343,0;10.4413,6.6605,0;9.8084,6.9759,0;5.2788,1.7131,0;4.9669,2.6633,0;10.4454,3.4982,0;11.3937,3.8157,0;10.7587,5.7123,0;9.8105,5.3948,0;11.0762,4.764,0;8.4335,2.5995,0;6.4455,2.1666,0;5.7679,6.9442,0;
Duplicates	CHEMBL5199263_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199263_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199263_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199263_p0.sdf