CompChem-Database: compound details

CompChem-Database: details for selected entry

DB06896 (6219)

Formula C₂₅H₁₆F₂N₄O₃

MW 458.43

InChIKey OBSFXHDOLBYWRJ-XYULLFFJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 34

Number_Rings 5

Number_Bonds 54

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 4.21

logP 5.1096

PSA 89.01

MR 122.337

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -62.4085

PM7_Total_Energy_ev -5846.74263

PM7_Electronic_Energy_ev -45074.08878

PM7_Dipole_Debye 7.90857

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.666

PM7_LUMO_Energy_ev -1.494

PM7_COSMO_Area_square_ang 440.2

PM7_COSMO_Volue_cubic_ang 496.1

PM7_Electron_Affinity_ev 1.494

PM7_Ionization_Energy_ev 8.666

PM7_Energy_Gap_ev 7.172

PM7_Global_Hardness_ev 3.586

PM7_Global_Softness_ev 0.2788622420524261

PM7_Chemical_Potential_ev -5.08

PM7_Electronigativity_ev 5.08

PM7_Back_Donation_Energy_ev -0.8965

PM7_Electrophilicity_ev 3.5982152816508646

OPENEYE_Name 1-(4-fluorophenyl)-~{N}-[3-fluoro-4-(1~{H}-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-pyridine-3-carboxamide

SMILES c1cc(ccc1n2cccc(c2=O)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cc[nH]5)F

Canonical_SMILES Fc1ccc(cc1)n1cccc(c1=O)C(=O)Nc1ccc(c(c1)F)Oc1ccnc2c1cc[nH]2

InChI 1/C25H16F2N4O3/c26-15-3-6-17(7-4-15)31-13-1-2-19(25(31)33)24(32)30-16-5-8-22(20(27)14-16)34-21-10-12-29-23-18(21)9-11-28-23/h1-14H,(H,28,29)(H,30,32)/f/h28,30H

InChI_3D 1S/C25H16F2N4O3/c26-15-3-6-17(7-4-15)31-13-1-2-19(25(31)33)24(32)30-16-5-8-22(20(27)14-16)34-21-10-12-29-23-18(21)9-11-28-23/h1-14H,(H,28,29)(H,30,32)

AuxInfo 1/1/N:20,21,5,6,3,1,2,4,8,7,11,10,22,9,17,14,13,12,23,18,16,15,19,25,24,33,34,27,26,29,28,31,30,32/E:(3,4)(6,7)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;;;d7;d8;s8;s1d2;s3d9;s4;s7d12;s5d6;s9d15;s12;;s20;d20;d21;s23;s23;s10d19;s11s19;s13s22s24;s14s25;d24;d25;s15s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s21;s22;s27;s29;/rC:-7.6039,5.3572,0;-6.732,3.8572,0;-2.3827,2.3777,0;-1.5166,1.8777,0;-8.473,4.852,0;-7.601,3.352,0;;2.6938,.311,0;-1.5195,3.8829,0;0,-1.0058,0;3.2858,-.5036,0;1.736,0,0;-6.7378,4.8572,0;-2.3885,3.3777,0;-.6475,2.3829,0;.868,.5079,0;-8.4759,3.8469,0;-.6446,3.388,0;1.736,-1.0071,0;-5.0013,6.8701,0;-4.1352,6.3701,0;-5.8703,6.3649,0;-4.1294,5.3701,0;-4.9984,4.8649,0;-3.2611,4.8739,0;.868,-1.5037,0;2.6938,-1.3184,0;-5.8733,5.3598,0;-3.2567,3.8739,0;-4.9925,3.8649,0;-2.3973,5.3777,0;.868,1.5079,0;-9.3405,3.3443,0;.22,3.8906,0;-7.6047,5.8572,0;-6.2979,3.6091,0;-2.8149,2.1264,0;-1.5158,1.3777,0;-8.906,5.102,0;-7.5981,2.852,0;-.4337,.2487,0;2.8483,.7865,0;-1.5224,4.3829,0;-.4327,-1.2564,0;3.7858,-.5036,0;-5.002,7.3701,0;-3.7029,6.6214,0;-6.3033,6.6149,0;2.8483,-1.7939,0;-3.6886,3.622,0;

Duplicates DB06896

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06896.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06896.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06896.sdf

Formula	C₂₅H₁₆F₂N₄O₃
MW	458.43
InChIKey	OBSFXHDOLBYWRJ-XYULLFFJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	34
Number_Rings	5
Number_Bonds	54
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	4.21
logP	5.1096
PSA	89.01
MR	122.337
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-62.4085
PM7_Total_Energy_ev	-5846.74263
PM7_Electronic_Energy_ev	-45074.08878
PM7_Dipole_Debye	7.90857
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.666
PM7_LUMO_Energy_ev	-1.494
PM7_COSMO_Area_square_ang	440.2
PM7_COSMO_Volue_cubic_ang	496.1
PM7_Electron_Affinity_ev	1.494
PM7_Ionization_Energy_ev	8.666
PM7_Energy_Gap_ev	7.172
PM7_Global_Hardness_ev	3.586
PM7_Global_Softness_ev	0.2788622420524261
PM7_Chemical_Potential_ev	-5.08
PM7_Electronigativity_ev	5.08
PM7_Back_Donation_Energy_ev	-0.8965
PM7_Electrophilicity_ev	3.5982152816508646
OPENEYE_Name	1-(4-fluorophenyl)-~{N}-[3-fluoro-4-(1~{H}-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-2-oxo-pyridine-3-carboxamide
SMILES	c1cc(ccc1n2cccc(c2=O)C(=O)Nc3ccc(c(c3)F)Oc4ccnc5c4cc[nH]5)F
Canonical_SMILES	Fc1ccc(cc1)n1cccc(c1=O)C(=O)Nc1ccc(c(c1)F)Oc1ccnc2c1cc[nH]2
InChI	1/C25H16F2N4O3/c26-15-3-6-17(7-4-15)31-13-1-2-19(25(31)33)24(32)30-16-5-8-22(20(27)14-16)34-21-10-12-29-23-18(21)9-11-28-23/h1-14H,(H,28,29)(H,30,32)/f/h28,30H
InChI_3D	1S/C25H16F2N4O3/c26-15-3-6-17(7-4-15)31-13-1-2-19(25(31)33)24(32)30-16-5-8-22(20(27)14-16)34-21-10-12-29-23-18(21)9-11-28-23/h1-14H,(H,28,29)(H,30,32)
AuxInfo	1/1/N:20,21,5,6,3,1,2,4,8,7,11,10,22,9,17,14,13,12,23,18,16,15,19,25,24,33,34,27,26,29,28,31,30,32/E:(3,4)(6,7)/F:m/E:m/rA:50nCCCCCCCCCCCCCCCCCCCCCCCCCNNNNOOOFFHHHHHHHHHHHHHHHH/rB:;;d3;d1;s2;;;;d7;d8;s8;s1d2;s3d9;s4;s7d12;s5d6;s9d15;s12;;s20;d20;d21;s23;s23;s10d19;s11s19;s13s22s24;s14s25;d24;d25;s15s16;s17;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s10;s11;s20;s21;s22;s27;s29;/rC:-7.6039,5.3572,0;-6.732,3.8572,0;-2.3827,2.3777,0;-1.5166,1.8777,0;-8.473,4.852,0;-7.601,3.352,0;;2.6938,.311,0;-1.5195,3.8829,0;0,-1.0058,0;3.2858,-.5036,0;1.736,0,0;-6.7378,4.8572,0;-2.3885,3.3777,0;-.6475,2.3829,0;.868,.5079,0;-8.4759,3.8469,0;-.6446,3.388,0;1.736,-1.0071,0;-5.0013,6.8701,0;-4.1352,6.3701,0;-5.8703,6.3649,0;-4.1294,5.3701,0;-4.9984,4.8649,0;-3.2611,4.8739,0;.868,-1.5037,0;2.6938,-1.3184,0;-5.8733,5.3598,0;-3.2567,3.8739,0;-4.9925,3.8649,0;-2.3973,5.3777,0;.868,1.5079,0;-9.3405,3.3443,0;.22,3.8906,0;-7.6047,5.8572,0;-6.2979,3.6091,0;-2.8149,2.1264,0;-1.5158,1.3777,0;-8.906,5.102,0;-7.5981,2.852,0;-.4337,.2487,0;2.8483,.7865,0;-1.5224,4.3829,0;-.4327,-1.2564,0;3.7858,-.5036,0;-5.002,7.3701,0;-3.7029,6.6214,0;-6.3033,6.6149,0;2.8483,-1.7939,0;-3.6886,3.622,0;
Duplicates	DB06896
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06896.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06896.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000006750-0000006999/DB06896.sdf