CompChem-Database: compound details

CompChem-Database: details for selected entry

DB16138 (12863)

Formula C₂₁H₁₆F₂N₂O₄

MW 398.37

InChIKey LFQCJSBXBZRMTN-UHFFFAOYNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 29

Number_Rings 5

Number_Bonds 49

Rotat_Bonds 2

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 6

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 1.79

logP 2.7479

PSA 81.42

MR 100.038

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -165.99484

PM7_Total_Energy_ev -5279.31046

PM7_Electronic_Energy_ev -39829.93443

PM7_Dipole_Debye 6.29374

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.332

PM7_LUMO_Energy_ev -2.11

PM7_COSMO_Area_square_ang 364.34

PM7_COSMO_Volue_cubic_ang 427.51

PM7_Electron_Affinity_ev 2.11

PM7_Ionization_Energy_ev 9.332

PM7_Energy_Gap_ev 7.222

PM7_Global_Hardness_ev 3.611

PM7_Global_Softness_ev 0.27693159789531985

PM7_Chemical_Potential_ev -5.721

PM7_Electronigativity_ev 5.721

PM7_Back_Donation_Energy_ev -0.90275

PM7_Electrophilicity_ev 4.531963583494877

OPENEYE_Name (20~{R})-20-ethyl-6,7-difluoro-20-hydroxy-17-oxa-3,13-diazapentacyclo[11.9.0.0^{2,11}.0^{4,9}.0^{15,21}]docosa-1(22),2(11),3,5,7,9,15(21)-heptaene-14,18-dione

SMILES c1c2cc(c(cc2nc-3c1Cn4c3cc5c(c4=O)COC(=O)CC5(CC)O)F)F

Canonical_SMILES CC[C@@]1(O)CC(=O)OCc2c1cc1c3nc4cc(F)c(cc4cc3Cn1c2=O)F

InChI 1/C21H16F2N2O4/c1-2-21(28)7-18(26)29-9-12-13(21)5-17-19-11(8-25(17)20(12)27)3-10-4-14(22)15(23)6-16(10)24-19/h3-6,28H,2,7-9H2,1H3

InChI_3D 1S/C21H16F2N2O4/c1-2-21(28)7-18(26)29-9-12-13(21)5-17-19-11(8-25(17)20(12)27)3-10-4-14(22)15(23)6-16(10)24-19/h3-6,28H,2,7-9H2,1H3/t21-/m1/s1

AuxInfo 1/0/N:20,21,1,2,10,3,18,16,17,4,5,13,12,7,8,6,11,15,9,14,19,28,29,22,23,25,24,27,26/rA:45cCCCCCCCCCCCCCCCCCCCCCNNOOOOFFHHHHHHHHHHHHHHHH/rB:;;d1s2;s1;s3s4;d2;d3s7;d5;;s9d10;s10;d12;s13;;s5;s13;s15;s12s18;;s19s20;d6s9;s11s14s16;d14;d15;s15s17;s19;s7;s8;s1;s2;s3;s10;s16;s16;s17;s17;s18;s18;s20;s20;s20;s21;s21;s27;/rC:;-1.5,-.866,0;-.5,-2.5981,0;-.5,-.866,0;1,0,0;0,-1.7321,0;-2,-1.7321,0;-1.5,-2.5981,0;1.5,-.866,0;3.2872,-1.2459,0;2.4781,-.6581,0;4.2007,-.8392,0;4.3052,.1554,0;3.4962,.7431,0;6.4316,-.5709,0;1.6691,.7431,0;5.148,.6937,0;5.9059,-1.4216,0;4.9131,-1.541,0;5.8407,-4.1298,0;5.5034,-3.1884,0;1,-1.732,0;2.5827,.3364,0;3.6007,1.7377,0;7.4261,-.6754,0;6.0943,.3705,0;4.0704,-2.0793,0;-3,-1.7321,0;-2,-3.4641,0;-.25,.433,0;-1.75,-.433,0;-.25,-3.0311,0;3.2349,-1.7432,0;1.2646,1.037,0;1.9191,1.1762,0;4.7918,1.0446,0;5.4108,1.1191,0;6.3791,-1.5832,0;5.8537,-1.9188,0;6.3114,-3.9611,0;5.37,-4.2984,0;6.0094,-4.6005,0;5.9741,-3.0197,0;5.0327,-3.357,0;4.0928,-2.5788,0;

Duplicates DB16138

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16138.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16138.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16138.sdf

Formula	C₂₁H₁₆F₂N₂O₄
MW	398.37
InChIKey	LFQCJSBXBZRMTN-UHFFFAOYNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	29
Number_Rings	5
Number_Bonds	49
Rotat_Bonds	2
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	6
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	1.79
logP	2.7479
PSA	81.42
MR	100.038
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-165.99484
PM7_Total_Energy_ev	-5279.31046
PM7_Electronic_Energy_ev	-39829.93443
PM7_Dipole_Debye	6.29374
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.332
PM7_LUMO_Energy_ev	-2.11
PM7_COSMO_Area_square_ang	364.34
PM7_COSMO_Volue_cubic_ang	427.51
PM7_Electron_Affinity_ev	2.11
PM7_Ionization_Energy_ev	9.332
PM7_Energy_Gap_ev	7.222
PM7_Global_Hardness_ev	3.611
PM7_Global_Softness_ev	0.27693159789531985
PM7_Chemical_Potential_ev	-5.721
PM7_Electronigativity_ev	5.721
PM7_Back_Donation_Energy_ev	-0.90275
PM7_Electrophilicity_ev	4.531963583494877
OPENEYE_Name	(20~{R})-20-ethyl-6,7-difluoro-20-hydroxy-17-oxa-3,13-diazapentacyclo[11.9.0.0^{2,11}.0^{4,9}.0^{15,21}]docosa-1(22),2(11),3,5,7,9,15(21)-heptaene-14,18-dione
SMILES	c1c2cc(c(cc2nc-3c1Cn4c3cc5c(c4=O)COC(=O)CC5(CC)O)F)F
Canonical_SMILES	CC[C@@]1(O)CC(=O)OCc2c1cc1c3nc4cc(F)c(cc4cc3Cn1c2=O)F
InChI	1/C21H16F2N2O4/c1-2-21(28)7-18(26)29-9-12-13(21)5-17-19-11(8-25(17)20(12)27)3-10-4-14(22)15(23)6-16(10)24-19/h3-6,28H,2,7-9H2,1H3
InChI_3D	1S/C21H16F2N2O4/c1-2-21(28)7-18(26)29-9-12-13(21)5-17-19-11(8-25(17)20(12)27)3-10-4-14(22)15(23)6-16(10)24-19/h3-6,28H,2,7-9H2,1H3/t21-/m1/s1
AuxInfo	1/0/N:20,21,1,2,10,3,18,16,17,4,5,13,12,7,8,6,11,15,9,14,19,28,29,22,23,25,24,27,26/rA:45cCCCCCCCCCCCCCCCCCCCCCNNOOOOFFHHHHHHHHHHHHHHHH/rB:;;d1s2;s1;s3s4;d2;d3s7;d5;;s9d10;s10;d12;s13;;s5;s13;s15;s12s18;;s19s20;d6s9;s11s14s16;d14;d15;s15s17;s19;s7;s8;s1;s2;s3;s10;s16;s16;s17;s17;s18;s18;s20;s20;s20;s21;s21;s27;/rC:;-1.5,-.866,0;-.5,-2.5981,0;-.5,-.866,0;1,0,0;0,-1.7321,0;-2,-1.7321,0;-1.5,-2.5981,0;1.5,-.866,0;3.2872,-1.2459,0;2.4781,-.6581,0;4.2007,-.8392,0;4.3052,.1554,0;3.4962,.7431,0;6.4316,-.5709,0;1.6691,.7431,0;5.148,.6937,0;5.9059,-1.4216,0;4.9131,-1.541,0;5.8407,-4.1298,0;5.5034,-3.1884,0;1,-1.732,0;2.5827,.3364,0;3.6007,1.7377,0;7.4261,-.6754,0;6.0943,.3705,0;4.0704,-2.0793,0;-3,-1.7321,0;-2,-3.4641,0;-.25,.433,0;-1.75,-.433,0;-.25,-3.0311,0;3.2349,-1.7432,0;1.2646,1.037,0;1.9191,1.1762,0;4.7918,1.0446,0;5.4108,1.1191,0;6.3791,-1.5832,0;5.8537,-1.9188,0;6.3114,-3.9611,0;5.37,-4.2984,0;6.0094,-4.6005,0;5.9741,-3.0197,0;5.0327,-3.357,0;4.0928,-2.5788,0;
Duplicates	DB16138
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16138.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16138.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000016000-0000016249/DB16138.sdf