CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5197468 (2540342)

Formula C₂₀H₁₉F₃N₄O₂

MW 404.4

InChIKey RPFCYMKAWXZBHF-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 48

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 50

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.33

logP 2.94808

PSA 80.46

MR 103.459

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -149.42559

PM7_Total_Energy_ev -5445.00668

PM7_Electronic_Energy_ev -43080.28139

PM7_Dipole_Debye 4.48133

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.911

PM7_LUMO_Energy_ev -1.216

PM7_COSMO_Area_square_ang 373.69

PM7_COSMO_Volue_cubic_ang 450.85

PM7_Electron_Affinity_ev 1.216

PM7_Ionization_Energy_ev 8.911

PM7_Energy_Gap_ev 7.695

PM7_Global_Hardness_ev 3.8475

PM7_Global_Softness_ev 0.2599090318388564

PM7_Chemical_Potential_ev -5.0635

PM7_Electronigativity_ev 5.0635

PM7_Back_Donation_Energy_ev -0.961875

PM7_Electrophilicity_ev 3.331908024691358

OPENEYE_Name (2~{S},4~{S})-1-[3-cyano-6-methyl-4-(trifluoromethyl)-2-pyridyl]-4-hydroxy-~{N}-methyl-~{N}-phenyl-pyrrolidine-2-carboxamide

SMILES C(#N)c1c(cc(nc1N2CC(CC2C(=O)N(c3ccccc3)C)O)C)C(F)(F)F

Canonical_SMILES N#Cc1c(nc(cc1C(F)(F)F)C)N1C[C@H](C[C@H]1C(=O)N(c1ccccc1)C)O

InChI 1/C20H19F3N4O2/c1-12-8-16(20(21,22)23)15(10-24)18(25-12)27-11-14(28)9-17(27)19(29)26(2)13-6-4-3-5-7-13/h3-8,14,17,28H,9,11H2,1-2H3

InChI_3D 1S/C20H19F3N4O2/c1-12-8-16(20(21,22)23)15(10-24)18(25-12)27-11-14(28)9-17(27)19(29)26(2)13-6-4-3-5-7-13/h3-8,14,17,28H,9,11H2,1-2H3/t14-,17-/m0/s1

AuxInfo 1/0/N:18,19,2,3,4,5,6,7,14,1,15,11,10,17,8,9,16,12,13,20,27,28,29,21,22,24,23,26,25/E:(4,5)(6,7)(21,22,23)/rA:48cCCCCCCCCCCCCCCCCCCCCNNNNOOFFFHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;d4;;s1;d7s8;d5s6;s7;d8;;;;s13s14;s14s15;s11;;s9;t1;d11s12;s12s15s16;s10s13s19;d13;s17;s20;s20;s20;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s26;/rC:1.7328,-.0038,0;.4375,8.1367,0;-.3737,7.552,0;1.3519,7.7319,0;-.2695,6.5522,0;1.4562,6.7321,0;-.8675,.4975,0;.8675,.4975,0;;.646,6.1372,0;-.8675,1.5027,0;.8675,1.5027,0;1.6629,4.7351,0;2.8222,3.2036,0;2.6523,1.5906,0;1.8444,2.9945,0;3.3218,2.3356,0;-1.735,2.0001,0;-.0598,4.5555,0;0,-1,0;2.5981,-.505,0;0,2.0104,0;1.735,2.0001,0;.7497,5.1426,0;2.4724,5.3222,0;4.493,1.0353,0;1,-1,0;-1,-1,0;0,-2,0;.3856,8.6341,0;-.83,7.7564,0;1.7562,8.026,0;-.6751,6.2598,0;1.9134,6.5297,0;-1.3001,.2469,0;3.2791,3.4067,0;2.6676,3.6791,0;2.4022,1.1577,0;3.0569,1.2968,0;1.3444,2.996,0;3.7264,2.6292,0;-1.9837,1.5664,0;-1.4863,2.4339,0;-2.1687,2.2489,0;-.3534,4.9602,0;-.4645,4.2619,0;.2338,4.1507,0;4.982,1.1393,0;

Duplicates CHEMBL5197468

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197468.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197468.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197468.sdf

Formula	C₂₀H₁₉F₃N₄O₂
MW	404.4
InChIKey	RPFCYMKAWXZBHF-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	48
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	50
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.33
logP	2.94808
PSA	80.46
MR	103.459
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-149.42559
PM7_Total_Energy_ev	-5445.00668
PM7_Electronic_Energy_ev	-43080.28139
PM7_Dipole_Debye	4.48133
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.911
PM7_LUMO_Energy_ev	-1.216
PM7_COSMO_Area_square_ang	373.69
PM7_COSMO_Volue_cubic_ang	450.85
PM7_Electron_Affinity_ev	1.216
PM7_Ionization_Energy_ev	8.911
PM7_Energy_Gap_ev	7.695
PM7_Global_Hardness_ev	3.8475
PM7_Global_Softness_ev	0.2599090318388564
PM7_Chemical_Potential_ev	-5.0635
PM7_Electronigativity_ev	5.0635
PM7_Back_Donation_Energy_ev	-0.961875
PM7_Electrophilicity_ev	3.331908024691358
OPENEYE_Name	(2~{S},4~{S})-1-[3-cyano-6-methyl-4-(trifluoromethyl)-2-pyridyl]-4-hydroxy-~{N}-methyl-~{N}-phenyl-pyrrolidine-2-carboxamide
SMILES	C(#N)c1c(cc(nc1N2CC(CC2C(=O)N(c3ccccc3)C)O)C)C(F)(F)F
Canonical_SMILES	N#Cc1c(nc(cc1C(F)(F)F)C)N1C[C@H](C[C@H]1C(=O)N(c1ccccc1)C)O
InChI	1/C20H19F3N4O2/c1-12-8-16(20(21,22)23)15(10-24)18(25-12)27-11-14(28)9-17(27)19(29)26(2)13-6-4-3-5-7-13/h3-8,14,17,28H,9,11H2,1-2H3
InChI_3D	1S/C20H19F3N4O2/c1-12-8-16(20(21,22)23)15(10-24)18(25-12)27-11-14(28)9-17(27)19(29)26(2)13-6-4-3-5-7-13/h3-8,14,17,28H,9,11H2,1-2H3/t14-,17-/m0/s1
AuxInfo	1/0/N:18,19,2,3,4,5,6,7,14,1,15,11,10,17,8,9,16,12,13,20,27,28,29,21,22,24,23,26,25/E:(4,5)(6,7)(21,22,23)/rA:48cCCCCCCCCCCCCCCCCCCCCNNNNOOFFFHHHHHHHHHHHHHHHHHHH/rB:;d2;s2;s3;d4;;s1;d7s8;d5s6;s7;d8;;;;s13s14;s14s15;s11;;s9;t1;d11s12;s12s15s16;s10s13s19;d13;s17;s20;s20;s20;s2;s3;s4;s5;s6;s7;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s26;/rC:1.7328,-.0038,0;.4375,8.1367,0;-.3737,7.552,0;1.3519,7.7319,0;-.2695,6.5522,0;1.4562,6.7321,0;-.8675,.4975,0;.8675,.4975,0;;.646,6.1372,0;-.8675,1.5027,0;.8675,1.5027,0;1.6629,4.7351,0;2.8222,3.2036,0;2.6523,1.5906,0;1.8444,2.9945,0;3.3218,2.3356,0;-1.735,2.0001,0;-.0598,4.5555,0;0,-1,0;2.5981,-.505,0;0,2.0104,0;1.735,2.0001,0;.7497,5.1426,0;2.4724,5.3222,0;4.493,1.0353,0;1,-1,0;-1,-1,0;0,-2,0;.3856,8.6341,0;-.83,7.7564,0;1.7562,8.026,0;-.6751,6.2598,0;1.9134,6.5297,0;-1.3001,.2469,0;3.2791,3.4067,0;2.6676,3.6791,0;2.4022,1.1577,0;3.0569,1.2968,0;1.3444,2.996,0;3.7264,2.6292,0;-1.9837,1.5664,0;-1.4863,2.4339,0;-2.1687,2.2489,0;-.3534,4.9602,0;-.4645,4.2619,0;.2338,4.1507,0;4.982,1.1393,0;
Duplicates	CHEMBL5197468
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197468.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197468.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005197250-0005197499/CHEMBL5197468.sdf