CompChem-Database: compound details

CompChem-Database: details for selected entry

DB11799 (9514)

Formula C₂₁H₁₈F₃N₃O₅

MW 449.39

InChIKey SOLUWJRYJLAZCX-LNNLXFCONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 32

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.92

logP 1.9632

PSA 100.87

MR 107.128

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -268.82042

PM7_Total_Energy_ev -6253.83549

PM7_Electronic_Energy_ev -47922.44613

PM7_Dipole_Debye 8.56336

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.977

PM7_LUMO_Energy_ev -0.995

PM7_COSMO_Area_square_ang 401.35

PM7_COSMO_Volue_cubic_ang 466.03

PM7_Electron_Affinity_ev 0.995

PM7_Ionization_Energy_ev 8.977

PM7_Energy_Gap_ev 7.982

PM7_Global_Hardness_ev 3.991

PM7_Global_Softness_ev 0.2505637684790779

PM7_Chemical_Potential_ev -4.986

PM7_Electronigativity_ev 4.986

PM7_Back_Donation_Energy_ev -0.99775

PM7_Electrophilicity_ev 3.1145321974442495

OPENEYE_Name (1~{S},11~{R},13~{R})-5-hydroxy-3,6-dioxo-~{N}-[(2,4,6-trifluorophenyl)methyl]-12-oxa-2,9-diazatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-4,7-diene-7-carboxamide

SMILES c1c(cc(c(c1F)CNC(=O)c2cn3c(c(c2=O)O)C(=O)N4C5CCC(C5)OC4C3)F)F

Canonical_SMILES Fc1cc(F)c(c(c1)F)CNC(=O)c1cn2C[C@H]3O[C@@H]4CC[C@H](N3C(=O)c2c(c1=O)O)C4

InChI 1/C21H18F3N3O5/c22-9-3-14(23)12(15(24)4-9)6-25-20(30)13-7-26-8-16-27(10-1-2-11(5-10)32-16)21(31)17(26)19(29)18(13)28/h3-4,7,10-11,16,29H,1-2,5-6,8H2,(H,25,30)/f/h25H

InChI_3D 1S/C21H18F3N3O5/c22-9-3-14(23)12(15(24)4-9)6-25-20(30)13-7-26-8-16-27(10-1-2-11(5-10)32-16)21(31)17(26)19(29)18(13)28/h3-4,7,10-11,16,29H,1-2,5-6,8H2,(H,25,30)/t10-,11+,16+/m0/s1

AuxInfo 1/1/N:14,15,1,2,16,21,7,17,4,18,19,3,8,5,6,20,9,11,10,13,12,30,31,32,24,22,23,25,29,27,26,28/E:(3,4)(14,15)(23,24)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFFHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;d7;;d9;s8s10;s9;s8;;s14;;;s14s16;s15s16;s17;s3;s7s9s17;s12s18s20;s13s21;d11;d12;d13;s19s20;s10;s4;s5;s6;s1;s2;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s24;s29;/rC:5.0072,1.7175,0;5.0051,-.0177,0;3.5035,.8516,0;5.5087,.8523,0;4.0072,1.7215,0;3.9999,-.0224,0;-.5034,.8823,0;;-2.0239,.0042,0;-1.5226,-.8704,0;-.5096,-.8763,0;-3.0309,.0145,0;1,-.0041,0;-5.5084,1.2547,0;-5.5033,2.2715,0;-3.9412,1.6985,0;-2.0175,1.7606,0;-4.5537,.8802,0;-4.5481,2.6371,0;-3.0259,1.7558,0;2.5035,.8557,0;-1.5145,.8806,0;-3.5314,.8802,0;1.5036,.8598,0;-.0135,-1.7446,0;-3.5351,-.8491,0;1.4964,-.8722,0;-3.5314,2.6371,0;-2.0265,-1.7342,0;6.5087,.8525,0;3.5094,2.5889,0;3.4989,-.8879,0;5.2577,2.1502,0;5.2558,-.4502,0;-.2527,1.3149,0;-5.6325,.7704,0;-6.0043,1.3185,0;-5.9998,2.2124,0;-5.6231,2.7569,0;-3.5562,2.0176,0;-3.579,1.3538,0;-2.1052,2.2529,0;-1.5474,1.931,0;-4.6466,.3889,0;-4.639,3.1288,0;-2.7749,1.3234,0;2.5015,.3557,0;2.5056,1.3557,0;1.2553,1.2939,0;-1.7784,-2.1683,0;

Duplicates DB11799

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11799.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11799.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11799.sdf

Formula	C₂₁H₁₈F₃N₃O₅
MW	449.39
InChIKey	SOLUWJRYJLAZCX-LNNLXFCONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	32
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.92
logP	1.9632
PSA	100.87
MR	107.128
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-268.82042
PM7_Total_Energy_ev	-6253.83549
PM7_Electronic_Energy_ev	-47922.44613
PM7_Dipole_Debye	8.56336
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.977
PM7_LUMO_Energy_ev	-0.995
PM7_COSMO_Area_square_ang	401.35
PM7_COSMO_Volue_cubic_ang	466.03
PM7_Electron_Affinity_ev	0.995
PM7_Ionization_Energy_ev	8.977
PM7_Energy_Gap_ev	7.982
PM7_Global_Hardness_ev	3.991
PM7_Global_Softness_ev	0.2505637684790779
PM7_Chemical_Potential_ev	-4.986
PM7_Electronigativity_ev	4.986
PM7_Back_Donation_Energy_ev	-0.99775
PM7_Electrophilicity_ev	3.1145321974442495
OPENEYE_Name	(1~{S},11~{R},13~{R})-5-hydroxy-3,6-dioxo-~{N}-[(2,4,6-trifluorophenyl)methyl]-12-oxa-2,9-diazatetracyclo[11.2.1.0^{2,11}.0^{4,9}]hexadeca-4,7-diene-7-carboxamide
SMILES	c1c(cc(c(c1F)CNC(=O)c2cn3c(c(c2=O)O)C(=O)N4C5CCC(C5)OC4C3)F)F
Canonical_SMILES	Fc1cc(F)c(c(c1)F)CNC(=O)c1cn2C[C@H]3O[C@@H]4CC[C@H](N3C(=O)c2c(c1=O)O)C4
InChI	1/C21H18F3N3O5/c22-9-3-14(23)12(15(24)4-9)6-25-20(30)13-7-26-8-16-27(10-1-2-11(5-10)32-16)21(31)17(26)19(29)18(13)28/h3-4,7,10-11,16,29H,1-2,5-6,8H2,(H,25,30)/f/h25H
InChI_3D	1S/C21H18F3N3O5/c22-9-3-14(23)12(15(24)4-9)6-25-20(30)13-7-26-8-16-27(10-1-2-11(5-10)32-16)21(31)17(26)19(29)18(13)28/h3-4,7,10-11,16,29H,1-2,5-6,8H2,(H,25,30)/t10-,11+,16+/m0/s1
AuxInfo	1/1/N:14,15,1,2,16,21,7,17,4,18,19,3,8,5,6,20,9,11,10,13,12,30,31,32,24,22,23,25,29,27,26,28/E:(3,4)(14,15)(23,24)/F:m/E:m/rA:50cCCCCCCCCCCCCCCCCCCCCCNNNOOOOOFFFHHHHHHHHHHHHHHHHHH/rB:;;d1s2;s1d3;d2s3;;d7;;d9;s8s10;s9;s8;;s14;;;s14s16;s15s16;s17;s3;s7s9s17;s12s18s20;s13s21;d11;d12;d13;s19s20;s10;s4;s5;s6;s1;s2;s7;s14;s14;s15;s15;s16;s16;s17;s17;s18;s19;s20;s21;s21;s24;s29;/rC:5.0072,1.7175,0;5.0051,-.0177,0;3.5035,.8516,0;5.5087,.8523,0;4.0072,1.7215,0;3.9999,-.0224,0;-.5034,.8823,0;;-2.0239,.0042,0;-1.5226,-.8704,0;-.5096,-.8763,0;-3.0309,.0145,0;1,-.0041,0;-5.5084,1.2547,0;-5.5033,2.2715,0;-3.9412,1.6985,0;-2.0175,1.7606,0;-4.5537,.8802,0;-4.5481,2.6371,0;-3.0259,1.7558,0;2.5035,.8557,0;-1.5145,.8806,0;-3.5314,.8802,0;1.5036,.8598,0;-.0135,-1.7446,0;-3.5351,-.8491,0;1.4964,-.8722,0;-3.5314,2.6371,0;-2.0265,-1.7342,0;6.5087,.8525,0;3.5094,2.5889,0;3.4989,-.8879,0;5.2577,2.1502,0;5.2558,-.4502,0;-.2527,1.3149,0;-5.6325,.7704,0;-6.0043,1.3185,0;-5.9998,2.2124,0;-5.6231,2.7569,0;-3.5562,2.0176,0;-3.579,1.3538,0;-2.1052,2.2529,0;-1.5474,1.931,0;-4.6466,.3889,0;-4.639,3.1288,0;-2.7749,1.3234,0;2.5015,.3557,0;2.5056,1.3557,0;1.2553,1.2939,0;-1.7784,-2.1683,0;
Duplicates	DB11799
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11799.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11799.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000011750-0000011999/DB11799.sdf