Ligand profile

CHEMBL3648625

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₁H₃₃FN₆O₅

pchembl 8.66 ~2.2 nM

Mol. weight 588.64 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3648625
UniProt (similar protein): O00400
pchembl: 8.660 (~2.2 nM)
Target protein: VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 588.64 Da

LogP (Crippen) 4.07

H-bond donors 2

H-bond acceptors 10

TPSA 140.54 Å²

Rotatable bonds 10

Aromatic rings 5 / 6

Heavy atoms 43

Fraction sp³ C 0.39

Formula C₃₁H₃₃FN₆O₅

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 140.5
−1 ≤ LogP ≤ 5 4.07

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 588.6
LogP ≤ 5 4.07
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 10

Veber's rules Fail

Rotatable bonds ≤ 10 10
TPSA ≤ 140 Å² 140.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2F)c(=O)n([C@H]2C[C@H](OCC(C)(C)O)C2)c2ncnn12

InChI

InChI=1S/C31H33FN6O5/c1-4-7-26-24(28(39)37(29-33-17-34-38(26)29)20-14-21(15-20)42-16-31(2,3)41)12-19-11-10-18(13-25(19)32)22-8-5-6-9-23(22)27-35-30(40)43-36-27/h5-6,8-11,13,17,20-21,41H,4,7,12,14-16H2,1-3H3,(H,35,36,40)/t20-,21-

InChIKey

SPECVANBQHRAHT-MEMLXQNLSA-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: 226810
Binding sites: PF13000

External resources

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

ChEMBL ChEMBL compound CHEMBL3648625 →
UniProt UniProt O00400 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3648625”) →

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)