CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15418 (12451)

Formula C₂₀H₁₈FN₃O₅

MW 399.38

InChIKey MBKYLPOPYYLTNW-PDJAEHLQNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 47

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 50

Rotat_Bonds 5

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 8

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.38

logP 2.2944

PSA 96.97

MR 107.07

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -183.36368

PM7_Total_Energy_ev -5200.15825

PM7_Electronic_Energy_ev -40894.16564

PM7_Dipole_Debye 3.65553

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.932

PM7_LUMO_Energy_ev -0.773

PM7_COSMO_Area_square_ang 378.24

PM7_COSMO_Volue_cubic_ang 433.84

PM7_Electron_Affinity_ev 0.773

PM7_Ionization_Energy_ev 8.932

PM7_Energy_Gap_ev 8.159

PM7_Global_Hardness_ev 4.0795

PM7_Global_Softness_ev 0.24512807942149772

PM7_Chemical_Potential_ev -4.8525

PM7_Electronigativity_ev 4.8525

PM7_Back_Donation_Energy_ev -1.019875

PM7_Electrophilicity_ev 2.8859855680843243

OPENEYE_Name 2-[(3~{S})-7-fluoro-4-(3-oxo-4~{H}-1,4-benzoxazine-6-carbonyl)-2,3-dihydro-1,4-benzoxazin-3-yl]-~{N}-methyl-acetamide

SMILES c1cc2c(cc1C(=O)N3c4ccc(cc4OCC3CC(=O)NC)F)NC(=O)CO2

Canonical_SMILES CNC(=O)C[C@H]1COc2c(N1C(=O)c1ccc3c(c1)NC(=O)CO3)ccc(c2)F

InChI 1/C20H18FN3O5/c1-22-18(25)8-13-9-28-17-7-12(21)3-4-15(17)24(13)20(27)11-2-5-16-14(6-11)23-19(26)10-29-16/h2-7,13H,8-10H2,1H3,(H,22,25)(H,23,26)/f/h22-23H

InChI_3D 1S/C20H18FN3O5/c1-22-18(25)8-13-9-28-17-7-12(21)3-4-15(17)24(13)20(27)11-2-5-16-14(6-11)23-19(26)10-29-16/h2-7,13H,8-10H2,1H3,(H,22,25)(H,23,26)/t13-/m0/s1

AuxInfo 1/1/N:19,1,4,2,3,5,6,20,17,16,7,12,18,9,8,10,11,15,13,14,29,23,21,22,26,24,25,28,27/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2;s5;s3d9;s6d8;s4d6;;s7;;s13;;s17;;s15s18;s9s13;s8s14s18;s15s19;d13;d14;d15;s10s16;s11s17;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s23;/rC:0,1.0056,0;-3.2477,-1.8826,0;.8679,1.5135,0;-4.1119,-2.3867,0;.8679,-.4977,0;-4.991,-.8796,0;;-3.2457,-.881,0;1.7371,0,0;1.7358,1.0056,0;-4.118,-.3806,0;-4.9835,-1.8852,0;3.4748,.0023,0;-1.5143,-.8772,0;-1.4455,3.2124,0;3.4735,1.0079,0;-3.2534,1.1268,0;-2.3811,.6264,0;-3.0743,3.8016,0;-1.7857,2.272,0;2.6038,-.4989,0;-2.381,-.3785,0;-2.0898,3.9772,0;4.3408,-.4978,0;-1.5128,-1.8772,0;-.4611,3.3879,0;2.6012,1.5123,0;-4.1256,.6222,0;-5.8473,-2.3891,0;-.4337,1.2543,0;-2.8144,-2.132,0;.8679,2.0135,0;-4.1104,-2.8867,0;.8677,-.9977,0;-5.4244,-.6303,0;3.6445,1.4777,0;3.966,.9214,0;-3.5754,1.5093,0;-2.9329,1.5105,0;-1.8886,.5401,0;-3.162,4.2939,0;-2.9865,3.3094,0;-3.5665,3.7139,0;-1.3156,2.1019,0;-2.2559,2.4421,0;2.6038,-.9989,0;-1.9197,4.4474,0;

Duplicates DB15418

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15418.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15418.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15418.sdf

Formula	C₂₀H₁₈FN₃O₅
MW	399.38
InChIKey	MBKYLPOPYYLTNW-PDJAEHLQNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	47
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	50
Rotat_Bonds	5
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	8
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.38
logP	2.2944
PSA	96.97
MR	107.07
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-183.36368
PM7_Total_Energy_ev	-5200.15825
PM7_Electronic_Energy_ev	-40894.16564
PM7_Dipole_Debye	3.65553
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.932
PM7_LUMO_Energy_ev	-0.773
PM7_COSMO_Area_square_ang	378.24
PM7_COSMO_Volue_cubic_ang	433.84
PM7_Electron_Affinity_ev	0.773
PM7_Ionization_Energy_ev	8.932
PM7_Energy_Gap_ev	8.159
PM7_Global_Hardness_ev	4.0795
PM7_Global_Softness_ev	0.24512807942149772
PM7_Chemical_Potential_ev	-4.8525
PM7_Electronigativity_ev	4.8525
PM7_Back_Donation_Energy_ev	-1.019875
PM7_Electrophilicity_ev	2.8859855680843243
OPENEYE_Name	2-[(3~{S})-7-fluoro-4-(3-oxo-4~{H}-1,4-benzoxazine-6-carbonyl)-2,3-dihydro-1,4-benzoxazin-3-yl]-~{N}-methyl-acetamide
SMILES	c1cc2c(cc1C(=O)N3c4ccc(cc4OCC3CC(=O)NC)F)NC(=O)CO2
Canonical_SMILES	CNC(=O)C[C@H]1COc2c(N1C(=O)c1ccc3c(c1)NC(=O)CO3)ccc(c2)F
InChI	1/C20H18FN3O5/c1-22-18(25)8-13-9-28-17-7-12(21)3-4-15(17)24(13)20(27)11-2-5-16-14(6-11)23-19(26)10-29-16/h2-7,13H,8-10H2,1H3,(H,22,25)(H,23,26)/f/h22-23H
InChI_3D	1S/C20H18FN3O5/c1-22-18(25)8-13-9-28-17-7-12(21)3-4-15(17)24(13)20(27)11-2-5-16-14(6-11)23-19(26)10-29-16/h2-7,13H,8-10H2,1H3,(H,22,25)(H,23,26)/t13-/m0/s1
AuxInfo	1/1/N:19,1,4,2,3,5,6,20,17,16,7,12,18,9,8,10,11,15,13,14,29,23,21,22,26,24,25,28,27/F:m/rA:47cCCCCCCCCCCCCCCCCCCCCNNNOOOOOFHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1d5;s2;s5;s3d9;s6d8;s4d6;;s7;;s13;;s17;;s15s18;s9s13;s8s14s18;s15s19;d13;d14;d15;s10s16;s11s17;s12;s1;s2;s3;s4;s5;s6;s16;s16;s17;s17;s18;s19;s19;s19;s20;s20;s21;s23;/rC:0,1.0056,0;-3.2477,-1.8826,0;.8679,1.5135,0;-4.1119,-2.3867,0;.8679,-.4977,0;-4.991,-.8796,0;;-3.2457,-.881,0;1.7371,0,0;1.7358,1.0056,0;-4.118,-.3806,0;-4.9835,-1.8852,0;3.4748,.0023,0;-1.5143,-.8772,0;-1.4455,3.2124,0;3.4735,1.0079,0;-3.2534,1.1268,0;-2.3811,.6264,0;-3.0743,3.8016,0;-1.7857,2.272,0;2.6038,-.4989,0;-2.381,-.3785,0;-2.0898,3.9772,0;4.3408,-.4978,0;-1.5128,-1.8772,0;-.4611,3.3879,0;2.6012,1.5123,0;-4.1256,.6222,0;-5.8473,-2.3891,0;-.4337,1.2543,0;-2.8144,-2.132,0;.8679,2.0135,0;-4.1104,-2.8867,0;.8677,-.9977,0;-5.4244,-.6303,0;3.6445,1.4777,0;3.966,.9214,0;-3.5754,1.5093,0;-2.9329,1.5105,0;-1.8886,.5401,0;-3.162,4.2939,0;-2.9865,3.3094,0;-3.5665,3.7139,0;-1.3156,2.1019,0;-2.2559,2.4421,0;2.6038,-.9989,0;-1.9197,4.4474,0;
Duplicates	DB15418
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15418.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15418.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015250-0000015499/DB15418.sdf