Ligand profile

CHEMBL1173571

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2839 — fructose-1-6-bisphosphatase family protein

Via homolog UniProt P09467 Formula C₂₇H₃₉N₄O₇PS
pchembl 7.96 ~11.0 nM
Mol. weight 594.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1173571
UniProt (similar protein)
P09467
pchembl
7.960 (~11.0 nM)
Target protein
VK055_2839

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 594.67 Da
LogP (Crippen) 4.10
H-bond donors 3
H-bond acceptors 9
TPSA 144.95 Ų
Rotatable bonds 13
Aromatic rings 2 / 3
Heavy atoms 40
Fraction sp³ C 0.56
Formula C₂₇H₃₉N₄O₇PS

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 144.9
  • −1 ≤ LogP ≤ 5 4.10
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 594.7
  • LogP ≤ 5 4.10
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 144.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)[C@H](C)NP(=O)(COc1ccc(C(=O)NCC(C)(C)C)c2c1-c1ncsc1C2)N[C@@H](C)C(=O)OCC
InChI 
InChI=1S/C27H39N4O7PS/c1-8-36-25(33)16(3)30-39(35,31-17(4)26(34)37-9-2)15-38-20-11-10-18(24(32)28-13-27(5,6)7)19-12-21-23(22(19)20)29-14-40-21/h10-11,14,16-17H,8-9,12-13,15H2,1-7H3,(H,28,32)(H2,30,31,35)/t16-,17-/m0/s1
InChIKey 
OQENQGBODVOKHF-IRXDYDNUSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00316

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_2839.

PDB 35

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

Ligand PDB entry

ChEMBL 99

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)