CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08739 (8362)

Formula C₂₀H₂₁F₂N₃O₄

MW 405.4

InChIKey ZSXNPAWXICXNGZ-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 0

HB_Acceptor 4

OpenEye_HB_Donors 0

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 0

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 0.81

logP 1.345

PSA 78

MR 109.532

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -216.009

PM7_Total_Energy_ev -5411.63854

PM7_Electronic_Energy_ev -42827.78985

PM7_Dipole_Debye 9.65292

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.484

PM7_LUMO_Energy_ev -1.528

PM7_COSMO_Area_square_ang 386.87

PM7_COSMO_Volue_cubic_ang 451.53

PM7_Electron_Affinity_ev 1.528

PM7_Ionization_Energy_ev 9.484

PM7_Energy_Gap_ev 7.956

PM7_Global_Hardness_ev 3.978

PM7_Global_Softness_ev 0.2513826043237808

PM7_Chemical_Potential_ev -5.506

PM7_Electronigativity_ev 5.506

PM7_Back_Donation_Energy_ev -0.9945

PM7_Electrophilicity_ev 3.810462041226747

OPENEYE_Name 2-[3-[(2~{S})-4,4-difluoro-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-3-oxo-propyl]isoindoline-1,3-dione

SMILES c1ccc2c(c1)C(=O)N(C2=O)CCC(=O)N3CC(CC3C(=O)N4CCCC4)(F)F

Canonical_SMILES O=C(N1CC(C[C@H]1C(=O)N1CCCC1)(F)F)CCN1C(=O)c2c(C1=O)cccc2

InChI 1/C20H21F2N3O4/c21-20(22)11-15(19(29)23-8-3-4-9-23)25(12-20)16(26)7-10-24-17(27)13-5-1-2-6-14(13)18(24)28/h1-2,5-6,15H,3-4,7-12H2

InChI_3D 1S/C20H21F2N3O4/c21-20(22)11-15(19(29)23-8-3-4-9-23)25(12-20)16(26)7-10-24-17(27)13-5-1-2-6-14(13)18(24)28/h1-2,5-6,15H,3-4,7-12H2/t15-/m0/s1

AuxInfo 1/0/N:1,2,11,12,3,4,19,14,15,20,13,16,5,6,17,10,7,8,9,18,28,29,22,21,23,27,24,25,26/E:(1,2)(3,4)(5,6)(8,9)(13,14)(17,18)(21,22)(27,28)/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOOOFFHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;s6;;;;s11;;s11;s12;;s9s13;s13s16;s10;s19;s7s8s20;s9s14s15;s10s16s17;d7;d8;d9;d10;s18;s18;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s19;s19;s20;s20;/rC:;0,-1.0058,0;.868,.5079,0;.868,-1.5037,0;1.736,0,0;1.736,-1.0071,0;2.6938,.311,0;2.6938,-1.3184,0;9.5205,.2826,0;6.2858,-.5034,0;11.0096,-1.8379,0;10.0945,-2.2447,0;7.9923,1.4464,0;10.903,-.8436,0;9.4229,-1.5017,0;6.3789,1.2811,0;7.7804,.4692,0;7.1258,1.9484,0;5.2858,-.5035,0;4.2858,-.5035,0;3.2858,-.5036,0;9.9253,-.6317,0;6.7857,.3626,0;3.0029,1.262,0;3.0028,-2.2695,0;10.1099,1.0904,0;6.7859,-1.3694,0;6.3847,2.6198,0;7.7154,2.7561,0;-.4337,.2487,0;-.4327,-1.2564,0;.868,1.0079,0;.8677,-2.0037,0;11.1643,-2.3134,0;11.4986,-1.7333,0;9.6903,-2.5391,0;10.3446,-2.6777,0;8.1968,1.9027,0;8.4674,1.2903,0;11.403,-.8436,0;10.9563,-.3465,0;9.0182,-1.208,0;9.0888,-1.8736,0;5.9452,1.0322,0;6.0863,1.6866,0;7.7804,-.0308,0;5.2858,-1.0035,0;5.2858,-.0035,0;4.2858,-1.0035,0;4.2858,-.0035,0;

Duplicates DB08739

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08739.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08739.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08739.sdf

Formula	C₂₀H₂₁F₂N₃O₄
MW	405.4
InChIKey	ZSXNPAWXICXNGZ-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	0
HB_Acceptor	4
OpenEye_HB_Donors	0
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	0
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	0.81
logP	1.345
PSA	78
MR	109.532
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-216.009
PM7_Total_Energy_ev	-5411.63854
PM7_Electronic_Energy_ev	-42827.78985
PM7_Dipole_Debye	9.65292
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.484
PM7_LUMO_Energy_ev	-1.528
PM7_COSMO_Area_square_ang	386.87
PM7_COSMO_Volue_cubic_ang	451.53
PM7_Electron_Affinity_ev	1.528
PM7_Ionization_Energy_ev	9.484
PM7_Energy_Gap_ev	7.956
PM7_Global_Hardness_ev	3.978
PM7_Global_Softness_ev	0.2513826043237808
PM7_Chemical_Potential_ev	-5.506
PM7_Electronigativity_ev	5.506
PM7_Back_Donation_Energy_ev	-0.9945
PM7_Electrophilicity_ev	3.810462041226747
OPENEYE_Name	2-[3-[(2~{S})-4,4-difluoro-2-(pyrrolidine-1-carbonyl)pyrrolidin-1-yl]-3-oxo-propyl]isoindoline-1,3-dione
SMILES	c1ccc2c(c1)C(=O)N(C2=O)CCC(=O)N3CC(CC3C(=O)N4CCCC4)(F)F
Canonical_SMILES	O=C(N1CC(C[C@H]1C(=O)N1CCCC1)(F)F)CCN1C(=O)c2c(C1=O)cccc2
InChI	1/C20H21F2N3O4/c21-20(22)11-15(19(29)23-8-3-4-9-23)25(12-20)16(26)7-10-24-17(27)13-5-1-2-6-14(13)18(24)28/h1-2,5-6,15H,3-4,7-12H2
InChI_3D	1S/C20H21F2N3O4/c21-20(22)11-15(19(29)23-8-3-4-9-23)25(12-20)16(26)7-10-24-17(27)13-5-1-2-6-14(13)18(24)28/h1-2,5-6,15H,3-4,7-12H2/t15-/m0/s1
AuxInfo	1/0/N:1,2,11,12,3,4,19,14,15,20,13,16,5,6,17,10,7,8,9,18,28,29,22,21,23,27,24,25,26/E:(1,2)(3,4)(5,6)(8,9)(13,14)(17,18)(21,22)(27,28)/rA:50cCCCCCCCCCCCCCCCCCCCCNNNOOOOFFHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;s5;s6;;;;s11;;s11;s12;;s9s13;s13s16;s10;s19;s7s8s20;s9s14s15;s10s16s17;d7;d8;d9;d10;s18;s18;s1;s2;s3;s4;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s16;s17;s19;s19;s20;s20;/rC:;0,-1.0058,0;.868,.5079,0;.868,-1.5037,0;1.736,0,0;1.736,-1.0071,0;2.6938,.311,0;2.6938,-1.3184,0;9.5205,.2826,0;6.2858,-.5034,0;11.0096,-1.8379,0;10.0945,-2.2447,0;7.9923,1.4464,0;10.903,-.8436,0;9.4229,-1.5017,0;6.3789,1.2811,0;7.7804,.4692,0;7.1258,1.9484,0;5.2858,-.5035,0;4.2858,-.5035,0;3.2858,-.5036,0;9.9253,-.6317,0;6.7857,.3626,0;3.0029,1.262,0;3.0028,-2.2695,0;10.1099,1.0904,0;6.7859,-1.3694,0;6.3847,2.6198,0;7.7154,2.7561,0;-.4337,.2487,0;-.4327,-1.2564,0;.868,1.0079,0;.8677,-2.0037,0;11.1643,-2.3134,0;11.4986,-1.7333,0;9.6903,-2.5391,0;10.3446,-2.6777,0;8.1968,1.9027,0;8.4674,1.2903,0;11.403,-.8436,0;10.9563,-.3465,0;9.0182,-1.208,0;9.0888,-1.8736,0;5.9452,1.0322,0;6.0863,1.6866,0;7.7804,-.0308,0;5.2858,-1.0035,0;5.2858,-.0035,0;4.2858,-1.0035,0;4.2858,-.0035,0;
Duplicates	DB08739
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08739.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08739.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08739.sdf