CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04908_p0 (5259)

Formula C₂₀H₂₁F₃N₄O

MW 390.41

InChIKey PPRRDFIXUUSXRA-LQFNOIFHNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 4

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 1

HB_Acceptor 1

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 3.01

logP 3.1735

PSA 44.27

MR 109.411

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -120.2918

PM7_Total_Energy_ev -5177.0725

PM7_Electronic_Energy_ev -37549.44031

PM7_Dipole_Debye 4.97755

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.534

PM7_LUMO_Energy_ev -0.535

PM7_COSMO_Area_square_ang 393.06

PM7_COSMO_Volue_cubic_ang 447.24

PM7_Electron_Affinity_ev 0.535

PM7_Ionization_Energy_ev 8.534

PM7_Energy_Gap_ev 7.999

PM7_Global_Hardness_ev 3.9995

PM7_Global_Softness_ev 0.25003125390673836

PM7_Chemical_Potential_ev -4.5345

PM7_Electronigativity_ev 4.5345

PM7_Back_Donation_Energy_ev -0.999875

PM7_Electrophilicity_ev 2.570532597824728

OPENEYE_Name 3-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethyl]-1~{H}-benzimidazol-2-one

SMILES c1ccc2c(c1)[nH]c(=O)n2CCN3CCN(CC3)c4cccc(c4)C(F)(F)F

Canonical_SMILES O=c1[nH]c2c(n1CCN1CCN(CC1)c1cccc(c1)C(F)(F)F)cccc2

InChI 1/C20H21F3N4O/c21-20(22,23)15-4-3-5-16(14-15)26-11-8-25(9-12-26)10-13-27-18-7-2-1-6-17(18)24-19(27)28/h1-7,14H,8-13H2,(H,24,28)/f/h24H

InChI_3D 1S/C20H21F3N4O/c21-20(22,23)15-4-3-5-16(14-15)26-11-8-25(9-12-26)10-13-27-18-7-2-1-6-17(18)24-19(27)28/h1-7,14H,8-13H2,(H,24,28)

AuxInfo 1/1/N:1,2,3,4,7,5,6,16,17,19,14,15,18,8,9,10,11,12,13,20,26,27,28,21,24,23,22,25/E:(8,9)(11,12)(21,22,23)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCNNNNOFFFHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;;s4d8;d7s8;d5;d6s11;;;;s14;s15;;s18;s9;s11s13;s12s13s18;s10s14s15;s16s17s19;d13;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s21;/rC:;0,-1.0058,0;4.1932,-8.7414,0;5.1719,-8.9466,0;.868,.5079,0;.868,-1.5037,0;3.8826,-7.7854,0;5.5327,-7.2494,0;5.8433,-8.2054,0;4.5508,-7.0345,0;1.736,0,0;1.736,-1.0071,0;3.2858,-.5036,0;3.2631,-5.8782,0;4.913,-5.3422,0;2.9526,-4.9223,0;4.6025,-4.3863,0;3.0028,-2.2695,0;3.3117,-3.2205,0;6.8211,-8.4148,0;2.6938,.311,0;2.6938,-1.3184,0;4.2418,-6.0835,0;3.6207,-4.1716,0;4.2858,-.5035,0;7.0305,-7.4369,0;6.6117,-9.3926,0;7.7989,-8.6241,0;-.4337,.2487,0;-.4327,-1.2564,0;3.8591,-9.1135,0;5.3264,-9.4221,0;.868,1.0079,0;.8677,-2.0037,0;3.3932,-7.6829,0;5.8684,-6.8788,0;3.2466,-6.3779,0;2.768,-5.9482,0;5.3547,-5.1079,0;5.2201,-5.7368,0;2.5115,-5.1579,0;2.6432,-4.5295,0;4.6219,-3.8867,0;5.0977,-4.3177,0;2.5272,-2.424,0;3.4783,-2.115,0;3.7873,-3.0661,0;2.8362,-3.375,0;2.8483,.7865,0;

Duplicates DB04908_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04908_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04908_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04908_p0.sdf

Formula	C₂₀H₂₁F₃N₄O
MW	390.41
InChIKey	PPRRDFIXUUSXRA-LQFNOIFHNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	4
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	1
HB_Acceptor	1
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	3.01
logP	3.1735
PSA	44.27
MR	109.411
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-120.2918
PM7_Total_Energy_ev	-5177.0725
PM7_Electronic_Energy_ev	-37549.44031
PM7_Dipole_Debye	4.97755
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.534
PM7_LUMO_Energy_ev	-0.535
PM7_COSMO_Area_square_ang	393.06
PM7_COSMO_Volue_cubic_ang	447.24
PM7_Electron_Affinity_ev	0.535
PM7_Ionization_Energy_ev	8.534
PM7_Energy_Gap_ev	7.999
PM7_Global_Hardness_ev	3.9995
PM7_Global_Softness_ev	0.25003125390673836
PM7_Chemical_Potential_ev	-4.5345
PM7_Electronigativity_ev	4.5345
PM7_Back_Donation_Energy_ev	-0.999875
PM7_Electrophilicity_ev	2.570532597824728
OPENEYE_Name	3-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethyl]-1~{H}-benzimidazol-2-one
SMILES	c1ccc2c(c1)[nH]c(=O)n2CCN3CCN(CC3)c4cccc(c4)C(F)(F)F
Canonical_SMILES	O=c1[nH]c2c(n1CCN1CCN(CC1)c1cccc(c1)C(F)(F)F)cccc2
InChI	1/C20H21F3N4O/c21-20(22,23)15-4-3-5-16(14-15)26-11-8-25(9-12-26)10-13-27-18-7-2-1-6-17(18)24-19(27)28/h1-7,14H,8-13H2,(H,24,28)/f/h24H
InChI_3D	1S/C20H21F3N4O/c21-20(22,23)15-4-3-5-16(14-15)26-11-8-25(9-12-26)10-13-27-18-7-2-1-6-17(18)24-19(27)28/h1-7,14H,8-13H2,(H,24,28)
AuxInfo	1/1/N:1,2,3,4,7,5,6,16,17,19,14,15,18,8,9,10,11,12,13,20,26,27,28,21,24,23,22,25/E:(8,9)(11,12)(21,22,23)/F:m/E:m/rA:49nCCCCCCCCCCCCCCCCCCCCNNNNOFFFHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s2;s3;;s4d8;d7s8;d5;d6s11;;;;s14;s15;;s18;s9;s11s13;s12s13s18;s10s14s15;s16s17s19;d13;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s14;s14;s15;s15;s16;s16;s17;s17;s18;s18;s19;s19;s21;/rC:;0,-1.0058,0;4.1932,-8.7414,0;5.1719,-8.9466,0;.868,.5079,0;.868,-1.5037,0;3.8826,-7.7854,0;5.5327,-7.2494,0;5.8433,-8.2054,0;4.5508,-7.0345,0;1.736,0,0;1.736,-1.0071,0;3.2858,-.5036,0;3.2631,-5.8782,0;4.913,-5.3422,0;2.9526,-4.9223,0;4.6025,-4.3863,0;3.0028,-2.2695,0;3.3117,-3.2205,0;6.8211,-8.4148,0;2.6938,.311,0;2.6938,-1.3184,0;4.2418,-6.0835,0;3.6207,-4.1716,0;4.2858,-.5035,0;7.0305,-7.4369,0;6.6117,-9.3926,0;7.7989,-8.6241,0;-.4337,.2487,0;-.4327,-1.2564,0;3.8591,-9.1135,0;5.3264,-9.4221,0;.868,1.0079,0;.8677,-2.0037,0;3.3932,-7.6829,0;5.8684,-6.8788,0;3.2466,-6.3779,0;2.768,-5.9482,0;5.3547,-5.1079,0;5.2201,-5.7368,0;2.5115,-5.1579,0;2.6432,-4.5295,0;4.6219,-3.8867,0;5.0977,-4.3177,0;2.5272,-2.424,0;3.4783,-2.115,0;3.7873,-3.0661,0;2.8362,-3.375,0;2.8483,.7865,0;
Duplicates	DB04908_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04908_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04908_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04908_p0.sdf