CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07587 (7054)

Formula C₂₀H₂₂F₄N₄O₄S

MW 490.48

InChIKey JLPXDVXMMYRTKN-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 55

Number_Heavy_Atoms 33

Number_Rings 3

Number_Bonds 57

Rotat_Bonds 10

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 3

HB_Acceptor 5

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 1.09

logP 3.44448

PSA 136.54

MR 111.291

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -283.39075

PM7_Total_Energy_ev -6718.32387

PM7_Electronic_Energy_ev -55122.19938

PM7_Dipole_Debye 7.89303

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.78

PM7_LUMO_Energy_ev -1.022

PM7_COSMO_Area_square_ang 427.84

PM7_COSMO_Volue_cubic_ang 538.42

PM7_Electron_Affinity_ev 1.022

PM7_Ionization_Energy_ev 9.78

PM7_Energy_Gap_ev 8.758

PM7_Global_Hardness_ev 4.379

PM7_Global_Softness_ev 0.2283626398721169

PM7_Chemical_Potential_ev -5.401

PM7_Electronigativity_ev 5.401

PM7_Back_Donation_Energy_ev -1.09475

PM7_Electrophilicity_ev 3.330760561772094

OPENEYE_Name (2~{R})-~{N}-(1-cyanocyclopropyl)-3-[[(2~{S})-5-oxopyrrolidin-2-yl]methylsulfonyl]-2-[[(1~{S})-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]amino]propanamide

SMILES C(#N)C1(CC1)NC(=O)C(CS(=O)(=O)CC2CCC(=O)N2)NC(c3ccc(cc3)F)C(F)(F)F

Canonical_SMILES N#CC1(CC1)NC(=O)[C@H](CS(=O)(=O)C[C@@H]1CCC(=O)N1)N[C@H](C(F)(F)F)c1ccc(cc1)F

InChI 1/C20H22F4N4O4S/c21-13-3-1-12(2-4-13)17(20(22,23)24)27-15(18(30)28-19(11-25)7-8-19)10-33(31,32)9-14-5-6-16(29)26-14/h1-4,14-15,17,27H,5-10H2,(H,26,29)(H,28,30)/f/h26,28H

InChI_3D 1S/C20H22F4N4O4S/c21-13-3-1-12(2-4-13)17(20(22,23)24)27-15(18(30)28-19(11-25)7-8-19)10-33(31,32)9-14-5-6-16(29)26-14/h1-4,14-15,17,27H,5-10H2,(H,26,29)(H,28,30)/t14-,15-,17-/m0/s1

AuxInfo 1/1/N:2,3,4,5,11,10,12,13,16,17,1,6,7,14,19,8,18,9,15,20,29,30,31,32,21,22,24,23,25,26,27,28,33/E:(1,2)(3,4)(7,8)(22,23,24)(31,32)/F:m/E:m/CRV:33.6/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s2d3;s4d5;;;s8;s10;;s12;s11;s1s12s13;s14;;s6;s9s17;s18;t1;s8s14;s9s15;s18s19;d8;d9;;;s7;s20;s20;s20;s16s17d27d28;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s16;s16;s17;s17;s18;s19;s22;s23;s24;/rC:5.9479,3.6205,0;5.2092,8.6684,0;6.0751,7.1649,0;6.0802,9.17,0;6.9461,7.6666,0;5.211,7.6683,0;6.9531,8.6717,0;-.3065,.9518,0;4.5582,4.562,0;;1.0015,0,0;7.277,4.3865,0;6.9356,5.3265,0;1.3133,.9518,0;6.2902,4.5601,0;2.1899,2.4664,0;3.1918,4.1974,0;3.6945,6.7949,0;3.6927,5.0629,0;3.1954,7.6615,0;5.6055,2.681,0;.5008,1.5426,0;5.4247,5.061,0;4.1936,5.9284,0;-1.2577,1.2604,0;4.5571,3.562,0;1.8253,3.8328,0;3.5563,2.831,0;7.8197,9.1708,0;2.3289,7.1624,0;4.062,8.1606,0;2.6964,8.5281,0;2.6908,3.3319,0;4.7761,8.9182,0;6.0738,6.6649,0;6.0793,9.67,0;7.3781,7.4148,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;7.7694,4.4732,0;7.277,3.8865,0;6.6147,5.7099,0;7.3689,5.576,0;1.7697,.7476,0;1.7572,2.7169,0;2.6227,2.216,0;3.6245,3.9469,0;2.759,4.4479,0;3.2612,6.5454,0;3.2599,5.3134,0;.5,2.0426,0;5.4253,5.561,0;4.6936,5.9279,0;

Duplicates DB07587

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07587.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07587.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07587.sdf

Formula	C₂₀H₂₂F₄N₄O₄S
MW	490.48
InChIKey	JLPXDVXMMYRTKN-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	55
Number_Heavy_Atoms	33
Number_Rings	3
Number_Bonds	57
Rotat_Bonds	10
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	3
HB_Acceptor	5
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	1.09
logP	3.44448
PSA	136.54
MR	111.291
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-283.39075
PM7_Total_Energy_ev	-6718.32387
PM7_Electronic_Energy_ev	-55122.19938
PM7_Dipole_Debye	7.89303
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.78
PM7_LUMO_Energy_ev	-1.022
PM7_COSMO_Area_square_ang	427.84
PM7_COSMO_Volue_cubic_ang	538.42
PM7_Electron_Affinity_ev	1.022
PM7_Ionization_Energy_ev	9.78
PM7_Energy_Gap_ev	8.758
PM7_Global_Hardness_ev	4.379
PM7_Global_Softness_ev	0.2283626398721169
PM7_Chemical_Potential_ev	-5.401
PM7_Electronigativity_ev	5.401
PM7_Back_Donation_Energy_ev	-1.09475
PM7_Electrophilicity_ev	3.330760561772094
OPENEYE_Name	(2~{R})-~{N}-(1-cyanocyclopropyl)-3-[[(2~{S})-5-oxopyrrolidin-2-yl]methylsulfonyl]-2-[[(1~{S})-2,2,2-trifluoro-1-(4-fluorophenyl)ethyl]amino]propanamide
SMILES	C(#N)C1(CC1)NC(=O)C(CS(=O)(=O)CC2CCC(=O)N2)NC(c3ccc(cc3)F)C(F)(F)F
Canonical_SMILES	N#CC1(CC1)NC(=O)[C@H](CS(=O)(=O)C[C@@H]1CCC(=O)N1)N[C@H](C(F)(F)F)c1ccc(cc1)F
InChI	1/C20H22F4N4O4S/c21-13-3-1-12(2-4-13)17(20(22,23)24)27-15(18(30)28-19(11-25)7-8-19)10-33(31,32)9-14-5-6-16(29)26-14/h1-4,14-15,17,27H,5-10H2,(H,26,29)(H,28,30)/f/h26,28H
InChI_3D	1S/C20H22F4N4O4S/c21-13-3-1-12(2-4-13)17(20(22,23)24)27-15(18(30)28-19(11-25)7-8-19)10-33(31,32)9-14-5-6-16(29)26-14/h1-4,14-15,17,27H,5-10H2,(H,26,29)(H,28,30)/t14-,15-,17-/m0/s1
AuxInfo	1/1/N:2,3,4,5,11,10,12,13,16,17,1,6,7,14,19,8,18,9,15,20,29,30,31,32,21,22,24,23,25,26,27,28,33/E:(1,2)(3,4)(7,8)(22,23,24)(31,32)/F:m/E:m/CRV:33.6/rA:55cCCCCCCCCCCCCCCCCCCCCNNNNOOOOFFFFSHHHHHHHHHHHHHHHHHHHHHH/rB:;;d2;s3;s2d3;s4d5;;;s8;s10;;s12;s11;s1s12s13;s14;;s6;s9s17;s18;t1;s8s14;s9s15;s18s19;d8;d9;;;s7;s20;s20;s20;s16s17d27d28;s2;s3;s4;s5;s10;s10;s11;s11;s12;s12;s13;s13;s14;s16;s16;s17;s17;s18;s19;s22;s23;s24;/rC:5.9479,3.6205,0;5.2092,8.6684,0;6.0751,7.1649,0;6.0802,9.17,0;6.9461,7.6666,0;5.211,7.6683,0;6.9531,8.6717,0;-.3065,.9518,0;4.5582,4.562,0;;1.0015,0,0;7.277,4.3865,0;6.9356,5.3265,0;1.3133,.9518,0;6.2902,4.5601,0;2.1899,2.4664,0;3.1918,4.1974,0;3.6945,6.7949,0;3.6927,5.0629,0;3.1954,7.6615,0;5.6055,2.681,0;.5008,1.5426,0;5.4247,5.061,0;4.1936,5.9284,0;-1.2577,1.2604,0;4.5571,3.562,0;1.8253,3.8328,0;3.5563,2.831,0;7.8197,9.1708,0;2.3289,7.1624,0;4.062,8.1606,0;2.6964,8.5281,0;2.6908,3.3319,0;4.7761,8.9182,0;6.0738,6.6649,0;6.0793,9.67,0;7.3781,7.4148,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;7.7694,4.4732,0;7.277,3.8865,0;6.6147,5.7099,0;7.3689,5.576,0;1.7697,.7476,0;1.7572,2.7169,0;2.6227,2.216,0;3.6245,3.9469,0;2.759,4.4479,0;3.2612,6.5454,0;3.2599,5.3134,0;.5,2.0426,0;5.4253,5.561,0;4.6936,5.9279,0;
Duplicates	DB07587
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07587.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07587.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007500-0000007749/DB07587.sdf