CompChem-Database: compound details

CompChem-Database: details for selected entry

DB05421_p7 (5432)

Formula C₂₀H₂₄F₃N₂O₂

MW 381.42

InChIKey ZIWFCOIGUNPHPM-XTAMYVPFNA-O

Entry_Date 2023-09-01

Net_Charge 1

Number_Atoms 51

Number_Heavy_Atoms 27

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 4

HB_Donor 2

HB_Acceptor 0

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 4

Lipinski_Violations 0

XLogP3 0

XLogP 5

logP 3.4793

PSA 47.1

MR 101.767

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -55.24207

PM7_Total_Energy_ev -5134.37037

PM7_Electronic_Energy_ev -40029.54518

PM7_Dipole_Debye 8.35487

PM7_Point_Group C1

PM7_HOMO_Energy_ev -12.214

PM7_LUMO_Energy_ev -3.753

PM7_COSMO_Area_square_ang 368.91

PM7_COSMO_Volue_cubic_ang 447.99

PM7_Electron_Affinity_ev 3.753

PM7_Ionization_Energy_ev 12.214

PM7_Energy_Gap_ev 8.461

PM7_Global_Hardness_ev 4.2305

PM7_Global_Softness_ev 0.23637867864318637

PM7_Chemical_Potential_ev -7.9835

PM7_Electronigativity_ev 7.9835

PM7_Back_Donation_Energy_ev -1.057625

PM7_Electrophilicity_ev 7.532947908048694

OPENEYE_Name [2-methoxy-5-(trifluoromethoxy)phenyl]methyl-[(2~{S},3~{S})-2-phenyl-3-piperidyl]ammonium

SMILES c1ccc(cc1)C2C(CCCN2)[NH2+]Cc3cc(ccc3OC)OC(F)(F)F

Canonical_SMILES COc1ccc(cc1C[NH2+][C@H]1CCCN[C@H]1c1ccccc1)OC(F)(F)F

InChI 1/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/p+1/fC20H24F3N2O2/h25H/q+1

InChI_3D 1S/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/p+1/t17-,19-/m0/s1

AuxInfo 1/1/N:18,1,2,3,13,4,5,14,6,7,15,8,19,9,10,11,17,12,16,20,25,26,27,21,22,23,24/E:(3,4)(6,7)(21,22,23)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCNN+OOFFFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s8;s6d8;s7d10;;s13;s13;s9;s14s16;;s10;;s15s16;s17s19;s12s18;s11s20;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s21;s22;s22;/rC:2.1675,5.0312,0;2.8095,4.2645,0;1.1815,4.8643,0;2.462,3.3213,0;.834,3.9211,0;2.8338,-4.9113,0;1.8437,-4.7378,0;3.1334,-3.2024,0;1.4725,3.1448,0;2.1433,-3.0288,0;3.4736,-4.1427,0;1.4934,-3.7956,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;-.1336,-4.3897,0;1.8031,-2.0885,0;5.8394,-3.6782,0;0,2.0104,0;1.4629,-1.1481,0;.5084,-3.623,0;5.1973,-4.4449,0;5.0727,-3.0362,0;6.606,-4.3202,0;6.4814,-2.9115,0;2.3404,5.5004,0;3.3022,4.3501,0;.8622,5.2491,0;2.783,2.9379,0;.341,3.8377,0;3.006,-5.3807,0;1.5238,-5.1221,0;3.4549,-2.8195,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.36,.5838,0;.2498,-4.7107,0;-.5169,-4.0687,0;-.4546,-4.773,0;1.3329,-2.2586,0;2.2732,-1.9184,0;0,2.5104,0;1.933,-.978,0;.9927,-1.3182,0;

Duplicates DB05421_p7

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p7.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p7.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p7.sdf

Formula	C₂₀H₂₄F₃N₂O₂
MW	381.42
InChIKey	ZIWFCOIGUNPHPM-XTAMYVPFNA-O
Entry_Date	2023-09-01
Net_Charge	1
Number_Atoms	51
Number_Heavy_Atoms	27
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	4
HB_Donor	2
HB_Acceptor	0
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	4
Lipinski_Violations	0
XLogP3	0
XLogP	5
logP	3.4793
PSA	47.1
MR	101.767
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-55.24207
PM7_Total_Energy_ev	-5134.37037
PM7_Electronic_Energy_ev	-40029.54518
PM7_Dipole_Debye	8.35487
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-12.214
PM7_LUMO_Energy_ev	-3.753
PM7_COSMO_Area_square_ang	368.91
PM7_COSMO_Volue_cubic_ang	447.99
PM7_Electron_Affinity_ev	3.753
PM7_Ionization_Energy_ev	12.214
PM7_Energy_Gap_ev	8.461
PM7_Global_Hardness_ev	4.2305
PM7_Global_Softness_ev	0.23637867864318637
PM7_Chemical_Potential_ev	-7.9835
PM7_Electronigativity_ev	7.9835
PM7_Back_Donation_Energy_ev	-1.057625
PM7_Electrophilicity_ev	7.532947908048694
OPENEYE_Name	[2-methoxy-5-(trifluoromethoxy)phenyl]methyl-[(2~{S},3~{S})-2-phenyl-3-piperidyl]ammonium
SMILES	c1ccc(cc1)C2C(CCCN2)[NH2+]Cc3cc(ccc3OC)OC(F)(F)F
Canonical_SMILES	COc1ccc(cc1C[NH2+][C@H]1CCCN[C@H]1c1ccccc1)OC(F)(F)F
InChI	1/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/p+1/fC20H24F3N2O2/h25H/q+1
InChI_3D	1S/C20H23F3N2O2/c1-26-18-10-9-16(27-20(21,22)23)12-15(18)13-25-17-8-5-11-24-19(17)14-6-3-2-4-7-14/h2-4,6-7,9-10,12,17,19,24-25H,5,8,11,13H2,1H3/p+1/t17-,19-/m0/s1
AuxInfo	1/1/N:18,1,2,3,13,4,5,14,6,7,15,8,19,9,10,11,17,12,16,20,25,26,27,21,22,23,24/E:(3,4)(6,7)(21,22,23)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCNN+OOFFFHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;;d6;;d4s5;s8;s6d8;s7d10;;s13;s13;s9;s14s16;;s10;;s15s16;s17s19;s12s18;s11s20;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s21;s22;s22;/rC:2.1675,5.0312,0;2.8095,4.2645,0;1.1815,4.8643,0;2.462,3.3213,0;.834,3.9211,0;2.8338,-4.9113,0;1.8437,-4.7378,0;3.1334,-3.2024,0;1.4725,3.1448,0;2.1433,-3.0288,0;3.4736,-4.1427,0;1.4934,-3.7956,0;-.8675,.4975,0;;-.8675,1.5027,0;.8675,1.5027,0;.8675,.4975,0;-.1336,-4.3897,0;1.8031,-2.0885,0;5.8394,-3.6782,0;0,2.0104,0;1.4629,-1.1481,0;.5084,-3.623,0;5.1973,-4.4449,0;5.0727,-3.0362,0;6.606,-4.3202,0;6.4814,-2.9115,0;2.3404,5.5004,0;3.3022,4.3501,0;.8622,5.2491,0;2.783,2.9379,0;.341,3.8377,0;3.006,-5.3807,0;1.5238,-5.1221,0;3.4549,-2.8195,0;-1.0376,.0273,0;-1.36,.5838,0;.321,-.3833,0;-.321,-.3833,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.3597,1.4149,0;1.36,.5838,0;.2498,-4.7107,0;-.5169,-4.0687,0;-.4546,-4.773,0;1.3329,-2.2586,0;2.2732,-1.9184,0;0,2.5104,0;1.933,-.978,0;.9927,-1.3182,0;
Duplicates	DB05421_p7
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p7.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p7.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000005250-0000005499/DB05421_p7.sdf