Ligand profile

CHEMBL3639473

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₂₉FN₆O₄

pchembl 8.68 ~2.1 nM

Mol. weight 580.62 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3639473
UniProt (similar protein): O00400
pchembl: 8.680 (~2.1 nM)
Target protein: VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 580.62 Da

LogP (Crippen) 5.36

H-bond donors 1

H-bond acceptors 9

TPSA 120.31 Å²

Rotatable bonds 9

Aromatic rings 6 / 6

Heavy atoms 43

Fraction sp³ C 0.22

Formula C₃₂H₂₉FN₆O₄

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 120.3
−1 ≤ LogP ≤ 5 5.36

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 580.6
LogP ≤ 5 5.36
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 9

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 120.3

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(-c2ccc(OC(C)C)cc2)c2ncnn12

InChI

InChI=1S/C32H29FN6O4/c1-4-7-28-26(30(40)38(31-34-18-35-39(28)31)22-12-14-23(15-13-22)42-19(2)3)16-21-11-10-20(17-27(21)33)24-8-5-6-9-25(24)29-36-32(41)43-37-29/h5-6,8-15,17-19H,4,7,16H2,1-3H3,(H,36,37,41)

InChIKey

SUYUNYORSOKAGD-UHFFFAOYSA-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: 226698
Binding sites: PF13000

External resources

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

ChEMBL ChEMBL compound CHEMBL3639473 →
UniProt UniProt O00400 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3639473”) →

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)