Ligand profile

CHEMBL3648582

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₄H₄₀N₆O₅
pchembl 8.68 ~2.1 nM
Mol. weight 612.73 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648582
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 612.73 Da
LogP (Crippen) 5.11
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 45
Fraction sp³ C 0.44
Formula C₃₄H₄₀N₆O₅

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 140.5
  • −1 ≤ LogP ≤ 5 5.11
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 612.7
  • LogP ≤ 5 5.11
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 140.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n([C@H]2CC[C@H](OCC(C)(C)O)CC2)c2ncnn12
InChI 
InChI=1S/C34H40N6O5/c1-4-5-10-29-28(19-22-11-13-23(14-12-22)26-8-6-7-9-27(26)30-37-33(42)45-38-30)31(41)39(32-35-21-36-40(29)32)24-15-17-25(18-16-24)44-20-34(2,3)43/h6-9,11-14,21,24-25,43H,4-5,10,15-20H2,1-3H3,(H,37,38,42)/t24-,25-
InChIKey 
UIMVIXPPHLBIHE-SOAUALDESA-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
226762
Binding sites
PF13000

External resources

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

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)