CompChem-Database: compound details

CompChem-Database: details for selected entry

DB13552_p0 (11309)

Formula C₂₂H₂₃F₄NO₂

MW 409.43

InChIKey GPMXUUPHFNMNDH-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 54

Rotat_Bonds 7

Unbranched_Chain 3

Chiral_Centers 0

ONatoms 3

HB_Donor 1

HB_Acceptor 2

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 3

Lipinski_Violations 0

XLogP3 0

XLogP 4.55

logP 4.7289

PSA 40.54

MR 105.474

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -245.34482

PM7_Total_Energy_ev -5652.58103

PM7_Electronic_Energy_ev -42044.43629

PM7_Dipole_Debye 4.96378

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.92

PM7_LUMO_Energy_ev -0.846

PM7_COSMO_Area_square_ang 398.54

PM7_COSMO_Volue_cubic_ang 478.79

PM7_Electron_Affinity_ev 0.846

PM7_Ionization_Energy_ev 8.92

PM7_Energy_Gap_ev 8.074

PM7_Global_Hardness_ev 4.037

PM7_Global_Softness_ev 0.24770869457517958

PM7_Chemical_Potential_ev -4.883

PM7_Electronigativity_ev 4.883

PM7_Back_Donation_Energy_ev -1.00925

PM7_Electrophilicity_ev 2.9531445380232846

OPENEYE_Name 1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidyl]butan-1-one

SMILES c1cc(cc(c1)C(F)(F)F)C2(CCN(CC2)CCCC(=O)c3ccc(cc3)F)O

Canonical_SMILES Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1cccc(c1)C(F)(F)F

InChI 1/C22H23F4NO2/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26/h1,3-4,6-9,15,29H,2,5,10-14H2

InChI_3D 1S/C22H23F4NO2/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26/h1,3-4,6-9,15,29H,2,5,10-14H2

AuxInfo 1/0/N:1,20,4,5,19,2,3,6,7,14,15,21,16,17,8,9,10,11,12,13,18,22,26,27,28,29,23,24,25/E:(6,7)(8,9)(10,11)(13,14)(24,25,26)/rA:52nCCCCCCCCCCCCCCCCCCCCCCNOOFFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;s2d3;s4d8;d5s8;s6d7;s9;;;s14;s15;s10s14s15;s13;s19;s20;s11;s16s17s21;d13;s18;s12;s22;s22;s22;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s19;s19;s20;s20;s21;s21;s25;/rC:2.7542,-1.9343,0;.8631,7.5104,0;1.7306,6.0079,0;2.1088,-1.1704,0;2.4109,-2.879,0;1.7337,8.013,0;2.6012,6.5105,0;.7802,-2.2864,0;.866,6.5104,0;1.1236,-1.3417,0;1.4222,-3.0599,0;2.6071,7.5156,0;0,6.0104,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,5.0104,0;0,4.0104,0;0,3.0104,0;1.0806,-3.9997,0;0,2.0104,0;-.866,6.5104,0;-1.1236,-1.3417,0;3.4731,8.0156,0;2.0204,-4.3413,0;.1407,-3.6582,0;.739,-4.9396,0;3.2465,-1.8465,0;.4297,7.7598,0;1.7299,5.5079,0;2.2796,-.7005,0;2.7336,-3.2609,0;1.7322,8.513,0;3.0334,6.2592,0;.2876,-2.372,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.5,5.0104,0;-.5,5.0104,0;.5,4.0104,0;-.5,4.0104,0;.5,3.0104,0;-.5,3.0104,0;-1.6161,-1.2553,0;

Duplicates DB13552_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13552_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13552_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13552_p0.sdf

Formula	C₂₂H₂₃F₄NO₂
MW	409.43
InChIKey	GPMXUUPHFNMNDH-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	54
Rotat_Bonds	7
Unbranched_Chain	3
Chiral_Centers	0
ONatoms	3
HB_Donor	1
HB_Acceptor	2
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	3
Lipinski_Violations	0
XLogP3	0
XLogP	4.55
logP	4.7289
PSA	40.54
MR	105.474
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-245.34482
PM7_Total_Energy_ev	-5652.58103
PM7_Electronic_Energy_ev	-42044.43629
PM7_Dipole_Debye	4.96378
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.92
PM7_LUMO_Energy_ev	-0.846
PM7_COSMO_Area_square_ang	398.54
PM7_COSMO_Volue_cubic_ang	478.79
PM7_Electron_Affinity_ev	0.846
PM7_Ionization_Energy_ev	8.92
PM7_Energy_Gap_ev	8.074
PM7_Global_Hardness_ev	4.037
PM7_Global_Softness_ev	0.24770869457517958
PM7_Chemical_Potential_ev	-4.883
PM7_Electronigativity_ev	4.883
PM7_Back_Donation_Energy_ev	-1.00925
PM7_Electrophilicity_ev	2.9531445380232846
OPENEYE_Name	1-(4-fluorophenyl)-4-[4-hydroxy-4-[3-(trifluoromethyl)phenyl]-1-piperidyl]butan-1-one
SMILES	c1cc(cc(c1)C(F)(F)F)C2(CCN(CC2)CCCC(=O)c3ccc(cc3)F)O
Canonical_SMILES	Fc1ccc(cc1)C(=O)CCCN1CCC(CC1)(O)c1cccc(c1)C(F)(F)F
InChI	1/C22H23F4NO2/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26/h1,3-4,6-9,15,29H,2,5,10-14H2
InChI_3D	1S/C22H23F4NO2/c23-19-8-6-16(7-9-19)20(28)5-2-12-27-13-10-21(29,11-14-27)17-3-1-4-18(15-17)22(24,25)26/h1,3-4,6-9,15,29H,2,5,10-14H2
AuxInfo	1/0/N:1,20,4,5,19,2,3,6,7,14,15,21,16,17,8,9,10,11,12,13,18,22,26,27,28,29,23,24,25/E:(6,7)(8,9)(10,11)(13,14)(24,25,26)/rA:52nCCCCCCCCCCCCCCCCCCCCCCNOOFFFFHHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;s2d3;s4d8;d5s8;s6d7;s9;;;s14;s15;s10s14s15;s13;s19;s20;s11;s16s17s21;d13;s18;s12;s22;s22;s22;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s19;s19;s20;s20;s21;s21;s25;/rC:2.7542,-1.9343,0;.8631,7.5104,0;1.7306,6.0079,0;2.1088,-1.1704,0;2.4109,-2.879,0;1.7337,8.013,0;2.6012,6.5105,0;.7802,-2.2864,0;.866,6.5104,0;1.1236,-1.3417,0;1.4222,-3.0599,0;2.6071,7.5156,0;0,6.0104,0;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;;0,5.0104,0;0,4.0104,0;0,3.0104,0;1.0806,-3.9997,0;0,2.0104,0;-.866,6.5104,0;-1.1236,-1.3417,0;3.4731,8.0156,0;2.0204,-4.3413,0;.1407,-3.6582,0;.739,-4.9396,0;3.2465,-1.8465,0;.4297,7.7598,0;1.7299,5.5079,0;2.2796,-.7005,0;2.7336,-3.2609,0;1.7322,8.513,0;3.0334,6.2592,0;.2876,-2.372,0;-1.0376,.0273,0;-1.36,.5838,0;1.36,.5838,0;1.0376,.0273,0;-1.3597,1.4149,0;-1.0404,1.9719,0;1.0404,1.9719,0;1.3597,1.4149,0;.5,5.0104,0;-.5,5.0104,0;.5,4.0104,0;-.5,4.0104,0;.5,3.0104,0;-.5,3.0104,0;-1.6161,-1.2553,0;
Duplicates	DB13552_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13552_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13552_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000013500-0000013749/DB13552_p0.sdf