CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16691 (13077)

Formula C₂₃H₃₂F₃N₅O₄

MW 499.54

InChIKey LIENCHBZNNMNKG-WRPLANPYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 67

Number_Heavy_Atoms 35

Number_Rings 3

Number_Bonds 69

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 6

ONatoms 9

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 0.99

logP 2.14568

PSA 131.4

MR 125.684

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -295.87142

PM7_Total_Energy_ev -6767.20596

PM7_Electronic_Energy_ev -63797.85685

PM7_Dipole_Debye 6.75995

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.872

PM7_LUMO_Energy_ev -0.287

PM7_COSMO_Area_square_ang 447.55

PM7_COSMO_Volue_cubic_ang 594.01

PM7_Electron_Affinity_ev 0.287

PM7_Ionization_Energy_ev 9.872

PM7_Energy_Gap_ev 9.585

PM7_Global_Hardness_ev 4.7925

PM7_Global_Softness_ev 0.20865936358894105

PM7_Chemical_Potential_ev -5.0795

PM7_Electronigativity_ev 5.0795

PM7_Back_Donation_Energy_ev -1.198125

PM7_Electrophilicity_ev 2.6918435315597287

OPENEYE_Name (1~{R},2~{S},5~{S})-~{N}-[(1~{S})-1-cyano-2-[(3~{S})-2-oxopyrrolidin-3-yl]ethyl]-3-[(2~{S})-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide

SMILES C(#N)C(CC1C(=O)NCC1)NC(=O)C2C3C(C3(C)C)CN2C(=O)C(C(C)(C)C)NC(=O)C(F)(F)F

Canonical_SMILES N#C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)[C@H](C(C)(C)C)NC(=O)C(F)(F)F

InChI 1/C23H32F3N5O4/c1-21(2,3)16(30-20(35)23(24,25)26)19(34)31-10-13-14(22(13,4)5)15(31)18(33)29-12(9-27)8-11-6-7-28-17(11)32/h11-16H,6-8,10H2,1-5H3,(H,28,32)(H,29,33)(H,30,35)/f/h28-30H

InChI_3D 1S/C23H32F3N5O4/c1-21(2,3)16(30-20(35)23(24,25)26)19(34)31-10-13-14(22(13,4)5)15(31)18(33)29-12(9-27)8-11-6-7-28-17(11)32/h11-16H,6-8,10H2,1-5H3,(H,28,32)(H,29,33)(H,30,35)/t11-,12-,13-,14-,15-,16+/m0/s1

AuxInfo 1/1/N:16,17,18,14,15,6,7,19,1,8,9,20,11,12,10,21,2,3,4,5,23,13,22,33,34,35,24,25,27,28,26,29,30,31,32/E:(1,2,3)(4,5)(24,25,26)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;s6;;s2s6;s3;s8;s10s11;s11s12;s13;s13;;;;s9;s1s19;s4;s5;s16s17s18s21;t1;s2s7;s4s8s10;s3s20;s5s21;d2;d3;d4;d5;s22;s22;s22;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s25;s27;s28;/rC:2.0323,-3.7235,0;1.2867,-6.9523,0;1.2997,-2.4077,0;-1,0,0;-2.366,-.634,0;2.8247,-7.4537,0;2.2365,-8.2644,0;.5879,.809,0;2.2374,-6.6425,0;.5879,-.809,0;1.5389,.5,0;1.5389,-.5,0;2.405,-.0001,0;3.53,1.3404,0;3.5297,-1.3408,0;-2.5,2.5981,0;-1.134,2.2321,0;-2.866,1.2321,0;1.5255,-5.0438,0;1.1188,-4.1302,0;-1.5,.866,0;-3.2321,-1.134,0;-2,1.7321,0;2.9458,-3.3167,0;1.2815,-7.9527,0;;.712,-3.2167,0;-2.366,.366,0;.4789,-6.3628,0;2.2943,-2.5122,0;-1.5,-.866,0;-1.5,-1.134,0;-2.7321,-2,0;-3.7321,-.2679,0;-4.0981,-1.634,0;3.1962,-7.7883,0;3.1965,-7.1195,0;2.0328,-8.721,0;2.6695,-8.5144,0;.1549,1.059,0;.7913,1.2658,0;2.6706,-6.3928,0;.1549,-1.059,0;1.7423,.9568,0;1.7422,-.9568,0;3.147,1.6618,0;3.913,1.019,0;3.8514,1.7234,0;3.9128,-1.0194,0;3.1467,-1.6621,0;3.8511,-1.7238,0;-2.933,2.3481,0;-2.067,2.8481,0;-2.75,3.0311,0;-1.384,2.6651,0;-.884,1.799,0;-.701,2.4821,0;-2.616,.799,0;-3.116,1.6651,0;-3.299,.9821,0;1.9823,-4.8404,0;1.0688,-5.2472,0;.662,-4.3336,0;-1.067,1.116,0;.876,-8.2453,0;.2147,-3.1645,0;-2.799,.616,0;

Duplicates DB16691

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16691.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16691.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16691.sdf

Formula	C₂₃H₃₂F₃N₅O₄
MW	499.54
InChIKey	LIENCHBZNNMNKG-WRPLANPYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	67
Number_Heavy_Atoms	35
Number_Rings	3
Number_Bonds	69
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	6
ONatoms	9
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	0.99
logP	2.14568
PSA	131.4
MR	125.684
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-295.87142
PM7_Total_Energy_ev	-6767.20596
PM7_Electronic_Energy_ev	-63797.85685
PM7_Dipole_Debye	6.75995
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.872
PM7_LUMO_Energy_ev	-0.287
PM7_COSMO_Area_square_ang	447.55
PM7_COSMO_Volue_cubic_ang	594.01
PM7_Electron_Affinity_ev	0.287
PM7_Ionization_Energy_ev	9.872
PM7_Energy_Gap_ev	9.585
PM7_Global_Hardness_ev	4.7925
PM7_Global_Softness_ev	0.20865936358894105
PM7_Chemical_Potential_ev	-5.0795
PM7_Electronigativity_ev	5.0795
PM7_Back_Donation_Energy_ev	-1.198125
PM7_Electrophilicity_ev	2.6918435315597287
OPENEYE_Name	(1~{R},2~{S},5~{S})-~{N}-[(1~{S})-1-cyano-2-[(3~{S})-2-oxopyrrolidin-3-yl]ethyl]-3-[(2~{S})-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxamide
SMILES	C(#N)C(CC1C(=O)NCC1)NC(=O)C2C3C(C3(C)C)CN2C(=O)C(C(C)(C)C)NC(=O)C(F)(F)F
Canonical_SMILES	N#C[C@H](C[C@@H]1CCNC1=O)NC(=O)[C@H]1N(C[C@H]2[C@@H]1C2(C)C)C(=O)[C@H](C(C)(C)C)NC(=O)C(F)(F)F
InChI	1/C23H32F3N5O4/c1-21(2,3)16(30-20(35)23(24,25)26)19(34)31-10-13-14(22(13,4)5)15(31)18(33)29-12(9-27)8-11-6-7-28-17(11)32/h11-16H,6-8,10H2,1-5H3,(H,28,32)(H,29,33)(H,30,35)/f/h28-30H
InChI_3D	1S/C23H32F3N5O4/c1-21(2,3)16(30-20(35)23(24,25)26)19(34)31-10-13-14(22(13,4)5)15(31)18(33)29-12(9-27)8-11-6-7-28-17(11)32/h11-16H,6-8,10H2,1-5H3,(H,28,32)(H,29,33)(H,30,35)/t11-,12-,13-,14-,15-,16+/m0/s1
AuxInfo	1/1/N:16,17,18,14,15,6,7,19,1,8,9,20,11,12,10,21,2,3,4,5,23,13,22,33,34,35,24,25,27,28,26,29,30,31,32/E:(1,2,3)(4,5)(24,25,26)/F:m/E:m/rA:67cCCCCCCCCCCCCCCCCCCCCCCCNNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;;s6;;s2s6;s3;s8;s10s11;s11s12;s13;s13;;;;s9;s1s19;s4;s5;s16s17s18s21;t1;s2s7;s4s8s10;s3s20;s5s21;d2;d3;d4;d5;s22;s22;s22;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s18;s19;s19;s20;s21;s25;s27;s28;/rC:2.0323,-3.7235,0;1.2867,-6.9523,0;1.2997,-2.4077,0;-1,0,0;-2.366,-.634,0;2.8247,-7.4537,0;2.2365,-8.2644,0;.5879,.809,0;2.2374,-6.6425,0;.5879,-.809,0;1.5389,.5,0;1.5389,-.5,0;2.405,-.0001,0;3.53,1.3404,0;3.5297,-1.3408,0;-2.5,2.5981,0;-1.134,2.2321,0;-2.866,1.2321,0;1.5255,-5.0438,0;1.1188,-4.1302,0;-1.5,.866,0;-3.2321,-1.134,0;-2,1.7321,0;2.9458,-3.3167,0;1.2815,-7.9527,0;;.712,-3.2167,0;-2.366,.366,0;.4789,-6.3628,0;2.2943,-2.5122,0;-1.5,-.866,0;-1.5,-1.134,0;-2.7321,-2,0;-3.7321,-.2679,0;-4.0981,-1.634,0;3.1962,-7.7883,0;3.1965,-7.1195,0;2.0328,-8.721,0;2.6695,-8.5144,0;.1549,1.059,0;.7913,1.2658,0;2.6706,-6.3928,0;.1549,-1.059,0;1.7423,.9568,0;1.7422,-.9568,0;3.147,1.6618,0;3.913,1.019,0;3.8514,1.7234,0;3.9128,-1.0194,0;3.1467,-1.6621,0;3.8511,-1.7238,0;-2.933,2.3481,0;-2.067,2.8481,0;-2.75,3.0311,0;-1.384,2.6651,0;-.884,1.799,0;-.701,2.4821,0;-2.616,.799,0;-3.116,1.6651,0;-3.299,.9821,0;1.9823,-4.8404,0;1.0688,-5.2472,0;.662,-4.3336,0;-1.067,1.116,0;.876,-8.2453,0;.2147,-3.1645,0;-2.799,.616,0;
Duplicates	DB16691
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16691.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16691.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016500-0000016749/DB16691.sdf