Ligand profile

CHEMBL3648556

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₄N₆O₅

pchembl 8.85 ~1.4 nM

Mol. weight 582.66 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3648556
UniProt (similar protein): O00400
pchembl: 8.850 (~1.4 nM)
Target protein: VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 582.66 Da

LogP (Crippen) 4.74

H-bond donors 1

H-bond acceptors 10

TPSA 137.38 Å²

Rotatable bonds 9

Aromatic rings 5 / 6

Heavy atoms 43

Fraction sp³ C 0.38

Formula C₃₂H₃₄N₆O₅

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 137.4
−1 ≤ LogP ≤ 5 4.74

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 582.7
LogP ≤ 5 4.74
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 10

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 137.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n([C@H]2CC[C@H](C(=O)OCC)CC2)c2ncnn12

InChI

InChI=1S/C32H34N6O5/c1-3-7-27-26(18-20-10-12-21(13-11-20)24-8-5-6-9-25(24)28-35-32(41)43-36-28)29(39)37(31-33-19-34-38(27)31)23-16-14-22(15-17-23)30(40)42-4-2/h5-6,8-13,19,22-23H,3-4,7,14-18H2,1-2H3,(H,35,36,41)/t22-,23-

InChIKey

VOSLGOTVMFIVDU-YHBQERECSA-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: 226736
Binding sites: PF13000

External resources

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

ChEMBL ChEMBL compound CHEMBL3648556 →
UniProt UniProt O00400 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3648556”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2159.

ChEMBL 99

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)