Ligand profile

CHEMBL5183101

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₂₆H₂₆BrN₅O₄

Mol. weight 552.43 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5183101
UniProt (similar protein): P05187
Target protein: VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 552.43 Da

LogP (Crippen) 3.40

H-bond donors 4

H-bond acceptors 5

TPSA 125.35 Å²

Rotatable bonds 7

Aromatic rings 3 / 3

Heavy atoms 36

Fraction sp³ C 0.23

Formula C₂₆H₂₆BrN₅O₄

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 125.4
−1 ≤ LogP ≤ 5 3.40

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 552.4
LogP ≤ 5 3.40
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 125.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccc(NC(=O)NCC#Cc2ccc(C[C@@H](NC(=O)c3nn(C)c(C)c3Br)C(=O)O)cc2)cc1

InChI

InChI=1S/C26H26BrN5O4/c1-16-6-12-20(13-7-16)29-26(36)28-14-4-5-18-8-10-19(11-9-18)15-21(25(34)35)30-24(33)23-22(27)17(2)32(3)31-23/h6-13,21H,14-15H2,1-3H3,(H,30,33)(H,34,35)(H2,28,29,36)/t21-/m1/s1

InChIKey

XFEBOKPGUIDSHM-OAQYLSRUSA-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 CHEMBL5183101 →
UniProt UniProt P05187 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5183101”) →

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)