CompChem-Database: compound details

CompChem-Database: details for selected entry

DB08578 (8194)

Formula C₉H₉BrN₂O₃

MW 273.09

InChIKey XFYYQDHEDOXWGA-ROUYVKNBNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 24

Number_Heavy_Atoms 15

Number_Rings 1

Number_Bonds 24

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 0

ONatoms 5

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 5

Lipinski_Violations 0

XLogP3 0

XLogP 0.19

logP 1.7204

PSA 79.29

MR 57.6355

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -101.75273

PM7_Total_Energy_ev -2708.28864

PM7_Electronic_Energy_ev -14320.71687

PM7_Dipole_Debye 0.76496

PM7_Point_Group Cs

PM7_HOMO_Energy_ev -9.501

PM7_LUMO_Energy_ev -0.815

PM7_COSMO_Area_square_ang 248.2

PM7_COSMO_Volue_cubic_ang 254.21

PM7_Electron_Affinity_ev 0.815

PM7_Ionization_Energy_ev 9.501

PM7_Energy_Gap_ev 8.686

PM7_Global_Hardness_ev 4.343

PM7_Global_Softness_ev 0.23025558369790466

PM7_Chemical_Potential_ev -5.158

PM7_Electronigativity_ev 5.158

PM7_Back_Donation_Energy_ev -1.08575

PM7_Electrophilicity_ev 3.0629707575408704

OPENEYE_Name 4-[(5-bromo-2-pyridyl)amino]-4-oxo-butanoic acid

SMILES c1cc(ncc1Br)NC(=O)CCC(=O)O

Canonical_SMILES O=C(Nc1ccc(cn1)Br)CCC(=O)O

InChI 1/C9H9BrN2O3/c10-6-1-2-7(11-5-6)12-8(13)3-4-9(14)15/h1-2,5H,3-4H2,(H,14,15)(H,11,12,13)/f/h12,14H

InChI_3D 1S/C9H9BrN2O3/c10-6-1-2-7(11-5-6)12-8(13)3-4-9(14)15/h1-2,5H,3-4H2,(H,14,15)(H,11,12,13)

AuxInfo 1/1/N:1,2,8,9,3,4,5,6,7,15,10,11,12,13,14/E:(14,15)/F:1,2,8,9,3,4,5,6,7,15,10,11,12,14,13/rA:24nCCCCCCCCCNNOOOBrHHHHHHHHH/rB:d1;;s1d3;s2;;;s6;s7s8;s3d5;s5s6;d6;d7;s7;s4;s1;s2;s3;s8;s8;s9;s9;s11;s14;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-2.5995,1.4976,0;-5.202,2.9899,0;-3.467,1.995,0;-4.3345,2.4925,0;0,2.0104,0;-1.735,2.0001,0;-2.5966,.4976,0;-5.205,3.9899,0;-6.0666,2.4874,0;1.7328,-.0038,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-3.7158,1.5613,0;-3.2183,2.4288,0;-4.0858,2.9262,0;-4.5833,2.0587,0;-1.7365,2.5001,0;-6.5003,2.7361,0;

Duplicates DB08578

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08578.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08578.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08578.sdf

Formula	C₉H₉BrN₂O₃
MW	273.09
InChIKey	XFYYQDHEDOXWGA-ROUYVKNBNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	24
Number_Heavy_Atoms	15
Number_Rings	1
Number_Bonds	24
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	0
ONatoms	5
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	5
Lipinski_Violations	0
XLogP3	0
XLogP	0.19
logP	1.7204
PSA	79.29
MR	57.6355
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-101.75273
PM7_Total_Energy_ev	-2708.28864
PM7_Electronic_Energy_ev	-14320.71687
PM7_Dipole_Debye	0.76496
PM7_Point_Group	Cs
PM7_HOMO_Energy_ev	-9.501
PM7_LUMO_Energy_ev	-0.815
PM7_COSMO_Area_square_ang	248.2
PM7_COSMO_Volue_cubic_ang	254.21
PM7_Electron_Affinity_ev	0.815
PM7_Ionization_Energy_ev	9.501
PM7_Energy_Gap_ev	8.686
PM7_Global_Hardness_ev	4.343
PM7_Global_Softness_ev	0.23025558369790466
PM7_Chemical_Potential_ev	-5.158
PM7_Electronigativity_ev	5.158
PM7_Back_Donation_Energy_ev	-1.08575
PM7_Electrophilicity_ev	3.0629707575408704
OPENEYE_Name	4-[(5-bromo-2-pyridyl)amino]-4-oxo-butanoic acid
SMILES	c1cc(ncc1Br)NC(=O)CCC(=O)O
Canonical_SMILES	O=C(Nc1ccc(cn1)Br)CCC(=O)O
InChI	1/C9H9BrN2O3/c10-6-1-2-7(11-5-6)12-8(13)3-4-9(14)15/h1-2,5H,3-4H2,(H,14,15)(H,11,12,13)/f/h12,14H
InChI_3D	1S/C9H9BrN2O3/c10-6-1-2-7(11-5-6)12-8(13)3-4-9(14)15/h1-2,5H,3-4H2,(H,14,15)(H,11,12,13)
AuxInfo	1/1/N:1,2,8,9,3,4,5,6,7,15,10,11,12,13,14/E:(14,15)/F:1,2,8,9,3,4,5,6,7,15,10,11,12,14,13/rA:24nCCCCCCCCCNNOOOBrHHHHHHHHH/rB:d1;;s1d3;s2;;;s6;s7s8;s3d5;s5s6;d6;d7;s7;s4;s1;s2;s3;s8;s8;s9;s9;s11;s14;/rC:;-.8675,.4975,0;.8675,1.5027,0;.8675,.4975,0;-.8675,1.5027,0;-2.5995,1.4976,0;-5.202,2.9899,0;-3.467,1.995,0;-4.3345,2.4925,0;0,2.0104,0;-1.735,2.0001,0;-2.5966,.4976,0;-5.205,3.9899,0;-6.0666,2.4874,0;1.7328,-.0038,0;0,-.5,0;-1.3001,.2469,0;1.3012,1.7514,0;-3.7158,1.5613,0;-3.2183,2.4288,0;-4.0858,2.9262,0;-4.5833,2.0587,0;-1.7365,2.5001,0;-6.5003,2.7361,0;
Duplicates	DB08578
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08578.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08578.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000008500-0000008749/DB08578.sdf