Ligand profile

CHEMBL5171390

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₃₁H₂₇ClN₄O₆

Mol. weight 587.03 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5171390
UniProt (similar protein): P05187
Target protein: VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 587.03 Da

LogP (Crippen) 5.18

H-bond donors 2

H-bond acceptors 8

TPSA 132.00 Å²

Rotatable bonds 6

Aromatic rings 5 / 5

Heavy atoms 42

Fraction sp³ C 0.19

Formula C₃₁H₂₇ClN₄O₆

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 132.0
−1 ≤ LogP ≤ 5 5.18

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 587.0
LogP ≤ 5 5.18
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 132.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)(C)OC(=O)n1c(-c2ccccc2C[C@@H](NC(=O)c2cnc3ccccn3c2=O)C(=O)O)cc2c(Cl)cccc21

InChI

InChI=1S/C31H27ClN4O6/c1-31(2,3)42-30(41)36-24-12-8-11-22(32)20(24)16-25(36)19-10-5-4-9-18(19)15-23(29(39)40)34-27(37)21-17-33-26-13-6-7-14-35(26)28(21)38/h4-14,16-17,23H,15H2,1-3H3,(H,34,37)(H,39,40)/t23-/m1/s1

InChIKey

VCENIHRVOACZSU-HSZRJFAPSA-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
Binding sites: PF00245

External resources

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

ChEMBL ChEMBL compound CHEMBL5171390 →
UniProt UniProt P05187 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5171390”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2229.

PDB 7

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

Ligand PDB entry

ChEMBL 26

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)