Ligand profile

CHEMBL2393111

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0532 — alpha/beta hydrolase fold family protein

Via homolog UniProt P04058 Formula C₄₀H₅₀ClN₅O₂

pchembl 8.53 ~3.0 nM

Mol. weight 668.33 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2393111
UniProt (similar protein): P04058
pchembl: 8.530 (~3.0 nM)
Target protein: VK055_0532

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 668.33 Da

LogP (Crippen) 9.21

H-bond donors 4

H-bond acceptors 5

TPSA 95.15 Å²

Rotatable bonds 17

Aromatic rings 4 / 5

Heavy atoms 48

Fraction sp³ C 0.42

Formula C₄₀H₅₀ClN₅O₂

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 95.2
−1 ≤ LogP ≤ 5 9.21

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 668.3
LogP ≤ 5 9.21
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 5

Veber's rules Fail

Rotatable bonds ≤ 10 17
TPSA ≤ 140 Å² 95.2

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1cccc(Nc2ccccc2C(=O)NCCCCCC(=O)NCCCCCCNc2c3c(nc4cc(Cl)ccc24)CCCC3)c1C

InChI

InChI=1S/C40H50ClN5O2/c1-28-15-14-20-34(29(28)2)45-36-19-10-8-17-33(36)40(48)44-26-13-5-6-21-38(47)42-24-11-3-4-12-25-43-39-31-16-7-9-18-35(31)46-37-27-30(41)22-23-32(37)39/h8,10,14-15,17,19-20,22-23,27,45H,3-7,9,11-13,16,18,21,24-26H2,1-2H3,(H,42,47)(H,43,46)(H,44,48)

InChIKey

LLTBLDGGEZETHJ-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
Binding sites: PF00135

External resources

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

ChEMBL ChEMBL compound CHEMBL2393111 →
UniProt UniProt P04058 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2393111”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_0532.

PDB 17

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)