CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL5199404_s0 (2542362)

Formula C₂₂H₃₃F₃N₄O₄

MW 474.53

InChIKey VCUFBXKAKULFBK-ZFAKBIADNA-N

Entry_Date 2023-10-01

Net_Charge 0

Number_Atoms 66

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 68

Rotat_Bonds 10

Unbranched_Chain 3

Chiral_Centers 5

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.25

logP 2.2535

PSA 107.61

MR 121.128

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -269.61038

PM7_Total_Energy_ev -6469.9584

PM7_Electronic_Energy_ev -57402.57786

PM7_Dipole_Debye 7.24746

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.403

PM7_LUMO_Energy_ev -0.048

PM7_COSMO_Area_square_ang 447.42

PM7_COSMO_Volue_cubic_ang 569.03

PM7_Electron_Affinity_ev 0.048

PM7_Ionization_Energy_ev 9.403

PM7_Energy_Gap_ev 9.355

PM7_Global_Hardness_ev 4.6775

PM7_Global_Softness_ev 0.21378941742383753

PM7_Chemical_Potential_ev -4.7255

PM7_Electronigativity_ev 4.7255

PM7_Back_Donation_Energy_ev -1.169375

PM7_Electrophilicity_ev 2.3869962854088724

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

SMILES C1(=O)C(CCN1)CCNC(=O)C2C3C(C3(C)C)CN2C(=O)C(C(C)(C)C)NC(=O)C(F)(F)F

Canonical_SMILES O=C([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)NCC[C@H]1CCNC1=O

InChI 1/C22H33F3N4O4/c1-20(2,3)15(28-19(33)22(23,24)25)18(32)29-10-12-13(21(12,4)5)14(29)17(31)27-9-7-11-6-8-26-16(11)30/h11-15H,6-10H2,1-5H3,(H,26,30)(H,27,31)(H,28,33)/f/h26-28H

InChI_3D 1S/C22H33F3N4O4/c1-20(2,3)15(28-19(33)22(23,24)25)18(32)29-10-12-13(21(12,4)5)14(29)17(31)27-9-7-11-6-8-26-16(11)30/h11-15H,6-10H2,1-5H3,(H,26,30)(H,27,31)(H,28,33)/t11-,12+,13-,14+,15-/m1/s1

AuxInfo 1/1/N:15,16,17,13,14,5,18,6,19,7,8,10,11,9,20,1,2,3,4,22,12,21,31,32,33,23,25,26,24,27,28,29,30/E:(1,2,3)(4,5)(23,24,25)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;;s1s5;s2;s7;s9s10;s10s11;s12;s12;;;;s8;s18;s3;s4;s15s16s17s20;s1s6;s3s7s9;s2s19;s4s20;d1;d2;d3;d4;s21;s21;s21;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s23;s25;s26;/rC: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;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;1.5755,-3.9269,0;.662,-4.3336,0;-1.067,1.116,0;.876,-8.2453,0;.2147,-3.1645,0;-2.799,.616,0;

Duplicates CHEMBL5199404_s0

mol2_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199404_s0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199404_s0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199404_s0.sdf

Formula	C₂₂H₃₃F₃N₄O₄
MW	474.53
InChIKey	VCUFBXKAKULFBK-ZFAKBIADNA-N
Entry_Date	2023-10-01
Net_Charge	0
Number_Atoms	66
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	68
Rotat_Bonds	10
Unbranched_Chain	3
Chiral_Centers	5
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.25
logP	2.2535
PSA	107.61
MR	121.128
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-269.61038
PM7_Total_Energy_ev	-6469.9584
PM7_Electronic_Energy_ev	-57402.57786
PM7_Dipole_Debye	7.24746
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.403
PM7_LUMO_Energy_ev	-0.048
PM7_COSMO_Area_square_ang	447.42
PM7_COSMO_Volue_cubic_ang	569.03
PM7_Electron_Affinity_ev	0.048
PM7_Ionization_Energy_ev	9.403
PM7_Energy_Gap_ev	9.355
PM7_Global_Hardness_ev	4.6775
PM7_Global_Softness_ev	0.21378941742383753
PM7_Chemical_Potential_ev	-4.7255
PM7_Electronigativity_ev	4.7255
PM7_Back_Donation_Energy_ev	-1.169375
PM7_Electrophilicity_ev	2.3869962854088724
OPENEYE_Name	(1~{S},2~{S},5~{S})-3-[(2~{S})-3,3-dimethyl-2-[(2,2,2-trifluoroacetyl)amino]butanoyl]-6,6-dimethyl-~{N}-[2-[(3~{R})-2-oxopyrrolidin-3-yl]ethyl]-3-azabicyclo[3.1.0]hexane-2-carboxamide
SMILES	C1(=O)C(CCN1)CCNC(=O)C2C3C(C3(C)C)CN2C(=O)C(C(C)(C)C)NC(=O)C(F)(F)F
Canonical_SMILES	O=C([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)NCC[C@H]1CCNC1=O
InChI	1/C22H33F3N4O4/c1-20(2,3)15(28-19(33)22(23,24)25)18(32)29-10-12-13(21(12,4)5)14(29)17(31)27-9-7-11-6-8-26-16(11)30/h11-15H,6-10H2,1-5H3,(H,26,30)(H,27,31)(H,28,33)/f/h26-28H
InChI_3D	1S/C22H33F3N4O4/c1-20(2,3)15(28-19(33)22(23,24)25)18(32)29-10-12-13(21(12,4)5)14(29)17(31)27-9-7-11-6-8-26-16(11)30/h11-15H,6-10H2,1-5H3,(H,26,30)(H,27,31)(H,28,33)/t11-,12+,13-,14+,15-/m1/s1
AuxInfo	1/1/N:15,16,17,13,14,5,18,6,19,7,8,10,11,9,20,1,2,3,4,22,12,21,31,32,33,23,25,26,24,27,28,29,30/E:(1,2,3)(4,5)(23,24,25)/F:m/E:m/rA:66cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;;s1s5;s2;s7;s9s10;s10s11;s12;s12;;;;s8;s18;s3;s4;s15s16s17s20;s1s6;s3s7s9;s2s19;s4s20;d1;d2;d3;d4;s21;s21;s21;s5;s5;s6;s6;s7;s7;s8;s9;s10;s11;s13;s13;s13;s14;s14;s14;s15;s15;s15;s16;s16;s16;s17;s17;s17;s18;s18;s19;s19;s20;s23;s25;s26;/rC: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;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;1.5755,-3.9269,0;.662,-4.3336,0;-1.067,1.116,0;.876,-8.2453,0;.2147,-3.1645,0;-2.799,.616,0;
Duplicates	CHEMBL5199404_s0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199404_s0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199404_s0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0005150000-0005199999/Compound-0005199250-0005199499/CHEMBL5199404_s0.sdf