CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5186838_p7 (2528705)

Formula C₂₀H₂₂F₃N₄O₃S

MW 455.48

InChIKey WHKSXKNZPILRPT-JUZSHOJMNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 53

Number_Heavy_Atoms 31

Number_Rings 3

Number_Bonds 55

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.31

logP 4.2351

PSA 134.38

MR 114.485

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -53.8066

PM7_Total_Energy_ev -5951.32777

PM7_Electronic_Energy_ev -48031.47335

PM7_Dipole_Debye 5.89344

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.767

PM7_LUMO_Energy_ev -4.076

PM7_COSMO_Area_square_ang 402.75

PM7_COSMO_Volue_cubic_ang 492.92

PM7_Electron_Affinity_ev 4.076

PM7_Ionization_Energy_ev 11.767

PM7_Energy_Gap_ev 7.691

PM7_Global_Hardness_ev 3.8455

PM7_Global_Softness_ev 0.26004420751527757

PM7_Chemical_Potential_ev -7.9215

PM7_Electronigativity_ev 7.9215

PM7_Back_Donation_Energy_ev -0.961375

PM7_Electrophilicity_ev 8.158908106878169

OPENEYE_Name ~{N}-[3-[(2~{S},5~{R})-6-amino-5-(fluoromethyl)-2-methyl-5-methylsulfonyl-3,4-dihydropyridin-1-ium-2-yl]-4-fluoro-phenyl]-5-fluoro-pyridine-2-carboxamide

SMILES c1cc(c(cc1NC(=O)c2ccc(cn2)F)C3(CCC(C(=[NH+]3)N)(CF)S(=O)(=O)C)C)F

Canonical_SMILES FC[C@]1(CC[C@@]([NH]=C1N)(C)c1cc(ccc1F)NC(=O)c1ccc(cn1)F)S(=O)(=O)C

InChI 1/C20H21F3N4O3S/c1-19(7-8-20(11-21,18(24)27-19)31(2,29)30)14-9-13(4-5-15(14)23)26-17(28)16-6-3-12(22)10-25-16/h3-6,9-10H,7-8,11H2,1-2H3,(H2,24,27)(H,26,28)/p+1/fC20H22F3N4O3S/h26-27H,24H2/q+1

InChI_3D 1S/C20H22F3N4O3S/c1-19(7-8-20(11-21,18(24)27-19)31(2,29)30)14-9-13(4-5-15(14)23)26-17(28)16-6-3-12(22)10-25-16/h3-6,9-10,27H,7-8,11,24H2,1-2H3,(H,26,28)/t19-,20-/m0/s1

AuxInfo 1/1/N:18,19,3,1,2,4,14,15,5,6,20,9,8,7,10,11,13,12,16,17,30,28,29,23,21,24,22,25,26,27,31/E:(29,30)/F:m/E:m/CRV:31.6/rA:53cCCCCCCCCCCCCCCCCCCCCNN+NNOOOFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s5;s1d5;s3d6;s2d7;s4;;s11;;s14;s7s14;s12s15;s16;;s17;s6d11;d12s16;s12;s8s13;d13;;;s9;s10;s20;s17s19d26d27;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s18;s18;s18;s19;s19;s19;s20;s20;s23;s23;s24;s22;/rC:-3.4671,2.9951,0;-4.3391,3.4951,0;;-.8675,.4975,0;-4.3302,1.49,0;.8675,1.5027,0;-5.2022,1.99,0;-3.467,1.995,0;.8675,.4975,0;-5.2111,2.9951,0;-.8675,1.5027,0;-8.0328,-.0196,0;-1.735,2.0001,0;-6.0603,.3411,0;-6.3977,-.6003,0;-6.7125,1.1061,0;-7.3806,-.7845,0;-7.3175,2.7482,0;-6.4148,-3.3593,0;-8.2422,-1.2922,0;0,2.0104,0;-7.702,.9296,0;-9.7528,-.3421,0;-2.5995,1.4976,0;-1.7379,3.0001,0;-5.8297,-2.0718,0;-7.7023,-2.7743,0;1.7328,-.0038,0;-6.0786,3.4925,0;-9.1038,-1.7998,0;-6.766,-2.423,0;-3.0345,3.2457,0;-4.3391,3.9951,0;0,-.5,0;-1.3001,.2469,0;-4.328,.99,0;1.3012,1.7514,0;-5.7416,.7264,0;-5.6259,.0937,0;-5.9047,-.6837,0;-6.3933,-1.1003,0;-7.7867,2.5753,0;-6.8483,2.921,0;-7.4904,3.2173,0;-5.9466,-3.1837,0;-6.8829,-3.5349,0;-6.2392,-3.8275,0;-7.9884,-1.7229,0;-8.496,-.8614,0;-9.9187,-.8138,0;-10.0783,.0374,0;-2.5981,.9976,0;-8.0264,1.3101,0;

Duplicates CHEMBL5186838_p7

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186838_p7.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186838_p7.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186838_p7.sdf

Formula	C₂₀H₂₂F₃N₄O₃S
MW	455.48
InChIKey	WHKSXKNZPILRPT-JUZSHOJMNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	53
Number_Heavy_Atoms	31
Number_Rings	3
Number_Bonds	55
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.31
logP	4.2351
PSA	134.38
MR	114.485
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-53.8066
PM7_Total_Energy_ev	-5951.32777
PM7_Electronic_Energy_ev	-48031.47335
PM7_Dipole_Debye	5.89344
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.767
PM7_LUMO_Energy_ev	-4.076
PM7_COSMO_Area_square_ang	402.75
PM7_COSMO_Volue_cubic_ang	492.92
PM7_Electron_Affinity_ev	4.076
PM7_Ionization_Energy_ev	11.767
PM7_Energy_Gap_ev	7.691
PM7_Global_Hardness_ev	3.8455
PM7_Global_Softness_ev	0.26004420751527757
PM7_Chemical_Potential_ev	-7.9215
PM7_Electronigativity_ev	7.9215
PM7_Back_Donation_Energy_ev	-0.961375
PM7_Electrophilicity_ev	8.158908106878169
OPENEYE_Name	~{N}-[3-[(2~{S},5~{R})-6-amino-5-(fluoromethyl)-2-methyl-5-methylsulfonyl-3,4-dihydropyridin-1-ium-2-yl]-4-fluoro-phenyl]-5-fluoro-pyridine-2-carboxamide
SMILES	c1cc(c(cc1NC(=O)c2ccc(cn2)F)C3(CCC(C(=[NH+]3)N)(CF)S(=O)(=O)C)C)F
Canonical_SMILES	FC[C@]1(CC[C@@]([NH]=C1N)(C)c1cc(ccc1F)NC(=O)c1ccc(cn1)F)S(=O)(=O)C
InChI	1/C20H21F3N4O3S/c1-19(7-8-20(11-21,18(24)27-19)31(2,29)30)14-9-13(4-5-15(14)23)26-17(28)16-6-3-12(22)10-25-16/h3-6,9-10H,7-8,11H2,1-2H3,(H2,24,27)(H,26,28)/p+1/fC20H22F3N4O3S/h26-27H,24H2/q+1
InChI_3D	1S/C20H22F3N4O3S/c1-19(7-8-20(11-21,18(24)27-19)31(2,29)30)14-9-13(4-5-15(14)23)26-17(28)16-6-3-12(22)10-25-16/h3-6,9-10,27H,7-8,11,24H2,1-2H3,(H,26,28)/t19-,20-/m0/s1
AuxInfo	1/1/N:18,19,3,1,2,4,14,15,5,6,20,9,8,7,10,11,13,12,16,17,30,28,29,23,21,24,22,25,26,27,31/E:(29,30)/F:m/E:m/CRV:31.6/rA:53cCCCCCCCCCCCCCCCCCCCCNN+NNOOOFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;;;s5;s1d5;s3d6;s2d7;s4;;s11;;s14;s7s14;s12s15;s16;;s17;s6d11;d12s16;s12;s8s13;d13;;;s9;s10;s20;s17s19d26d27;s1;s2;s3;s4;s5;s6;s14;s14;s15;s15;s18;s18;s18;s19;s19;s19;s20;s20;s23;s23;s24;s22;/rC:-3.4671,2.9951,0;-4.3391,3.4951,0;;-.8675,.4975,0;-4.3302,1.49,0;.8675,1.5027,0;-5.2022,1.99,0;-3.467,1.995,0;.8675,.4975,0;-5.2111,2.9951,0;-.8675,1.5027,0;-8.0328,-.0196,0;-1.735,2.0001,0;-6.0603,.3411,0;-6.3977,-.6003,0;-6.7125,1.1061,0;-7.3806,-.7845,0;-7.3175,2.7482,0;-6.4148,-3.3593,0;-8.2422,-1.2922,0;0,2.0104,0;-7.702,.9296,0;-9.7528,-.3421,0;-2.5995,1.4976,0;-1.7379,3.0001,0;-5.8297,-2.0718,0;-7.7023,-2.7743,0;1.7328,-.0038,0;-6.0786,3.4925,0;-9.1038,-1.7998,0;-6.766,-2.423,0;-3.0345,3.2457,0;-4.3391,3.9951,0;0,-.5,0;-1.3001,.2469,0;-4.328,.99,0;1.3012,1.7514,0;-5.7416,.7264,0;-5.6259,.0937,0;-5.9047,-.6837,0;-6.3933,-1.1003,0;-7.7867,2.5753,0;-6.8483,2.921,0;-7.4904,3.2173,0;-5.9466,-3.1837,0;-6.8829,-3.5349,0;-6.2392,-3.8275,0;-7.9884,-1.7229,0;-8.496,-.8614,0;-9.9187,-.8138,0;-10.0783,.0374,0;-2.5981,.9976,0;-8.0264,1.3101,0;
Duplicates	CHEMBL5186838_p7
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186838_p7.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186838_p7.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005186750-0005186999/CHEMBL5186838_p7.sdf