Ligand profile

CHEMBL3648578

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₃H₃₇N₇O₅

pchembl 8.80 ~1.6 nM

Mol. weight 611.70 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3648578
UniProt (similar protein): O00400
pchembl: 8.800 (~1.6 nM)
Target protein: VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 611.70 Da

LogP (Crippen) 4.97

H-bond donors 1

H-bond acceptors 11

TPSA 141.90 Å²

Rotatable bonds 11

Aromatic rings 5 / 6

Heavy atoms 45

Fraction sp³ C 0.39

Formula C₃₃H₃₇N₇O₅

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 141.9
−1 ≤ LogP ≤ 5 4.97

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 611.7
LogP ≤ 5 4.97
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 11

Veber's rules Fail

Rotatable bonds ≤ 10 11
TPSA ≤ 140 Å² 141.9

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](OC/C(C)=N/OC)CC2)c2ncnn12

InChI

InChI=1S/C33H37N7O5/c1-4-7-29-28(18-22-10-12-23(13-11-22)26-8-5-6-9-27(26)30-36-33(42)45-38-30)31(41)39(32-34-20-35-40(29)32)24-14-16-25(17-15-24)44-19-21(2)37-43-3/h5-6,8-13,20,24-25H,4,7,14-19H2,1-3H3,(H,36,38,42)/b37-21+/t24-,25-

InChIKey

JLCDCOUXLFRCQU-MXPCIROKSA-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: 226758
Binding sites: PF13000

External resources

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

ChEMBL ChEMBL compound CHEMBL3648578 →
UniProt UniProt O00400 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3648578”) →

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)