CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06995 (6335)

Formula C₂₀H₁₆F₂N₄O₃

MW 398.37

InChIKey USBSTVPJNQLYEM-OLRSVKRENA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 45

Number_Heavy_Atoms 29

Number_Rings 3

Number_Bonds 47

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 7

HB_Donor 3

HB_Acceptor 3

OpenEye_HB_Donors 4

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 3.17

logP 4.6702

PSA 106.34

MR 102.071

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -122.81476

PM7_Total_Energy_ev -5234.09442

PM7_Electronic_Energy_ev -37227.27056

PM7_Dipole_Debye 6.5491

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.186

PM7_LUMO_Energy_ev -0.721

PM7_COSMO_Area_square_ang 401.04

PM7_COSMO_Volue_cubic_ang 442.23

PM7_Electron_Affinity_ev 0.721

PM7_Ionization_Energy_ev 9.186

PM7_Energy_Gap_ev 8.465

PM7_Global_Hardness_ev 4.2325

PM7_Global_Softness_ev 0.23626698168930893

PM7_Chemical_Potential_ev -4.9535

PM7_Electronigativity_ev 4.9535

PM7_Back_Donation_Energy_ev -1.058125

PM7_Electrophilicity_ev 2.898660632014176

OPENEYE_Name ~{N}-[[4-[(2-amino-4-pyridyl)oxy]-3-fluoro-phenyl]carbamoyl]-2-(4-fluorophenyl)acetamide

SMILES c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)F

Canonical_SMILES O=C(Nc1ccc(c(c1)F)Oc1ccnc(c1)N)NC(=O)Cc1ccc(cc1)F

InChI 1/C20H16F2N4O3/c21-13-3-1-12(2-4-13)9-19(27)26-20(28)25-14-5-6-17(16(22)10-14)29-15-7-8-24-18(23)11-15/h1-8,10-11H,9H2,(H2,23,24)(H2,25,26,27,28)/f/h25-26H,23H2

InChI_3D 1S/C20H16F2N4O3/c21-13-3-1-12(2-4-13)9-19(27)26-20(28)25-14-5-6-17(16(22)10-14)29-15-7-8-24-18(23)11-15/h1-8,10-11H,9H2,(H2,23,24)(H2,25,26,27,28)

AuxInfo 1/1/N:1,2,5,6,3,4,7,10,20,8,9,11,15,12,14,16,13,17,18,19,28,29,22,21,23,24,25,26,27/E:(1,2)(3,4)/F:m/E:m/rA:45nCCCCCCCCCCCCCCCCCCCCNNNNOOOFFHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;;;d7;s1d2;s3d8;s4;s7d9;s5d6;s8d13;s9;;;s11s18;s10d17;s17;s12s19;s18s19;d18;d19;s13s14;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s22;s22;s23;s24;/rC:-6.7397,-7.8546,0;-7.6006,-6.3482,0;-3.2507,-1.8698,0;-2.3846,-1.3698,0;-7.6124,-8.3533,0;-8.4733,-6.847,0;-.8675,.4975,0;-2.3875,-3.375,0;.8675,.4975,0;-.8675,1.5027,0;-6.7382,-6.8545,0;-3.2565,-2.8698,0;-1.5155,-1.875,0;;-8.4837,-7.8521,0;-1.5126,-2.8801,0;.8675,1.5027,0;-5.0018,-5.8622,0;-4.1291,-4.366,0;-5.87,-6.3584,0;0,2.0104,0;1.735,2.0001,0;-4.1247,-3.366,0;-4.9974,-4.8622,0;-4.1379,-6.366,0;-3.2653,-4.8698,0;0,-1,0;-9.3519,-8.3482,0;-.648,-3.3827,0;-6.3074,-8.1058,0;-7.5976,-5.8482,0;-3.6829,-1.6185,0;-2.3838,-.8698,0;-7.6131,-8.8533,0;-8.9045,-6.5938,0;-1.3001,.2469,0;-2.3904,-3.875,0;1.3001,.2469,0;-1.3012,1.7514,0;-6.1181,-5.9242,0;-5.6219,-6.7925,0;1.7365,2.5001,0;2.1673,1.7489,0;-4.5566,-3.1141,0;-5.4293,-4.6103,0;

Duplicates DB06995

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06995.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06995.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06995.sdf

Formula	C₂₀H₁₆F₂N₄O₃
MW	398.37
InChIKey	USBSTVPJNQLYEM-OLRSVKRENA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	45
Number_Heavy_Atoms	29
Number_Rings	3
Number_Bonds	47
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	7
HB_Donor	3
HB_Acceptor	3
OpenEye_HB_Donors	4
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	3.17
logP	4.6702
PSA	106.34
MR	102.071
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-122.81476
PM7_Total_Energy_ev	-5234.09442
PM7_Electronic_Energy_ev	-37227.27056
PM7_Dipole_Debye	6.5491
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.186
PM7_LUMO_Energy_ev	-0.721
PM7_COSMO_Area_square_ang	401.04
PM7_COSMO_Volue_cubic_ang	442.23
PM7_Electron_Affinity_ev	0.721
PM7_Ionization_Energy_ev	9.186
PM7_Energy_Gap_ev	8.465
PM7_Global_Hardness_ev	4.2325
PM7_Global_Softness_ev	0.23626698168930893
PM7_Chemical_Potential_ev	-4.9535
PM7_Electronigativity_ev	4.9535
PM7_Back_Donation_Energy_ev	-1.058125
PM7_Electrophilicity_ev	2.898660632014176
OPENEYE_Name	~{N}-[[4-[(2-amino-4-pyridyl)oxy]-3-fluoro-phenyl]carbamoyl]-2-(4-fluorophenyl)acetamide
SMILES	c1cc(ccc1CC(=O)NC(=O)Nc2ccc(c(c2)F)Oc3ccnc(c3)N)F
Canonical_SMILES	O=C(Nc1ccc(c(c1)F)Oc1ccnc(c1)N)NC(=O)Cc1ccc(cc1)F
InChI	1/C20H16F2N4O3/c21-13-3-1-12(2-4-13)9-19(27)26-20(28)25-14-5-6-17(16(22)10-14)29-15-7-8-24-18(23)11-15/h1-8,10-11H,9H2,(H2,23,24)(H2,25,26,27,28)/f/h25-26H,23H2
InChI_3D	1S/C20H16F2N4O3/c21-13-3-1-12(2-4-13)9-19(27)26-20(28)25-14-5-6-17(16(22)10-14)29-15-7-8-24-18(23)11-15/h1-8,10-11H,9H2,(H2,23,24)(H2,25,26,27,28)
AuxInfo	1/1/N:1,2,5,6,3,4,7,10,20,8,9,11,15,12,14,16,13,17,18,19,28,29,22,21,23,24,25,26,27/E:(1,2)(3,4)/F:m/E:m/rA:45nCCCCCCCCCCCCCCCCCCCCNNNNOOOFFHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;;;d7;s1d2;s3d8;s4;s7d9;s5d6;s8d13;s9;;;s11s18;s10d17;s17;s12s19;s18s19;d18;d19;s13s14;s15;s16;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s20;s20;s22;s22;s23;s24;/rC:-6.7397,-7.8546,0;-7.6006,-6.3482,0;-3.2507,-1.8698,0;-2.3846,-1.3698,0;-7.6124,-8.3533,0;-8.4733,-6.847,0;-.8675,.4975,0;-2.3875,-3.375,0;.8675,.4975,0;-.8675,1.5027,0;-6.7382,-6.8545,0;-3.2565,-2.8698,0;-1.5155,-1.875,0;;-8.4837,-7.8521,0;-1.5126,-2.8801,0;.8675,1.5027,0;-5.0018,-5.8622,0;-4.1291,-4.366,0;-5.87,-6.3584,0;0,2.0104,0;1.735,2.0001,0;-4.1247,-3.366,0;-4.9974,-4.8622,0;-4.1379,-6.366,0;-3.2653,-4.8698,0;0,-1,0;-9.3519,-8.3482,0;-.648,-3.3827,0;-6.3074,-8.1058,0;-7.5976,-5.8482,0;-3.6829,-1.6185,0;-2.3838,-.8698,0;-7.6131,-8.8533,0;-8.9045,-6.5938,0;-1.3001,.2469,0;-2.3904,-3.875,0;1.3001,.2469,0;-1.3012,1.7514,0;-6.1181,-5.9242,0;-5.6219,-6.7925,0;1.7365,2.5001,0;2.1673,1.7489,0;-4.5566,-3.1141,0;-5.4293,-4.6103,0;
Duplicates	DB06995
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06995.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06995.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06995.sdf