Ligand profile

CHEMBL3400559

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1018 — glutamate dehydrogenase

Via homolog UniProt P00366 Formula C₂₄H₂₉F₃N₉O₁₄P₃
Mol. weight 817.46 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3400559
UniProt (similar protein)
P00366
Target protein
VK055_1018

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 817.46 Da
LogP (Crippen) 1.07
H-bond donors 9
H-bond acceptors 18
TPSA 344.98 Ų
Rotatable bonds 15
Aromatic rings 3 / 5
Heavy atoms 53
Fraction sp³ C 0.42
Formula C₂₄H₂₉F₃N₉O₁₄P₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 345.0
  • −1 ≤ LogP ≤ 5 1.07
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 817.5
  • LogP ≤ 5 1.07
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 345.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C(=C\c1ccc(C2(C(F)(F)F)N=N2)cc1O)C(=O)NCCNP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C24H29F3N9O14P3/c1-11(6-12-2-3-13(7-14(12)37)23(34-35-23)24(25,26)27)21(40)29-4-5-33-51(41,42)49-53(45,46)50-52(43,44)47-8-15-17(38)18(39)22(48-15)36-10-32-16-19(28)30-9-31-20(16)36/h2-3,6-7,9-10,15,17-18,22,37-39H,4-5,8H2,1H3,(H,29,40)(H,43,44)(H,45,46)(H2,28,30,31)(H2,33,41,42)/b11-6+/t15-,17-,18-,22-/m1/s1
InChIKey 
QDPOXYYRHFMGIU-JZZLMMGGSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Activity
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF00208' 'PF02812

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_1018.

PDB 6

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 1

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)