Ligand profile

CHEMBL4473676

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3667 — pirin-like protein

Via homolog UniProt O00625 Formula C₃₄H₃₆ClN₅O₄

pchembl 7.48 ~33.1 nM

Mol. weight 614.15 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4473676
UniProt (similar protein): O00625
pchembl: 7.480 (~33.1 nM)
Target protein: VK055_3667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 614.15 Da

LogP (Crippen) 6.08

H-bond donors 2

H-bond acceptors 7

TPSA 96.03 Å²

Rotatable bonds 6

Aromatic rings 4 / 6

Heavy atoms 44

Fraction sp³ C 0.32

Formula C₃₄H₃₆ClN₅O₄

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 96.0
−1 ≤ LogP ≤ 5 6.08

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 614.1
LogP ≤ 5 6.08
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 96.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)(C)N1CCN(Cc2ccc3cc(C(=O)Nc4cc(NC(=O)c5ccc6c(c5)OCCO6)ccc4Cl)ccc3n2)CC1

InChI

InChI=1S/C34H36ClN5O4/c1-34(2,3)40-14-12-39(13-15-40)21-26-7-4-22-18-23(5-10-28(22)36-26)33(42)38-29-20-25(8-9-27(29)35)37-32(41)24-6-11-30-31(19-24)44-17-16-43-30/h4-11,18-20H,12-17,21H2,1-3H3,(H,37,41)(H,38,42)

InChIKey

ORLJHIALWUUFDA-UHFFFAOYSA-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: PF02678

External resources

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

ChEMBL ChEMBL compound CHEMBL4473676 →
UniProt UniProt O00625 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4473676”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3667.

PDB 5

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

Ligand PDB entry

ChEMBL 9

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)