Ligand profile

CHEMBL3648572

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₆H₄₄N₆O₅
pchembl 8.70 ~2.0 nM
Mol. weight 640.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648572
UniProt (similar protein)
O00400
pchembl
8.700 (~2.0 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 640.78 Da
LogP (Crippen) 5.80
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 12
Aromatic rings 5 / 6
Heavy atoms 47
Fraction sp³ C 0.47
Formula C₃₆H₄₄N₆O₅

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 5.80
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 640.8
  • LogP ≤ 5 5.80
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 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)cc2)c(=O)n([C@H]2CC[C@H](OCC(O)(CC)CC)CC2)c2nc(C)nn12
InChI 
InChI=1S/C36H44N6O5/c1-5-10-31-30(21-24-13-15-25(16-14-24)28-11-8-9-12-29(28)32-38-35(44)47-40-32)33(43)41(34-37-23(4)39-42(31)34)26-17-19-27(20-18-26)46-22-36(45,6-2)7-3/h8-9,11-16,26-27,45H,5-7,10,17-22H2,1-4H3,(H,38,40,44)/t26-,27-
InChIKey 
CTFRDWHSADWQCK-MCZWQBSQSA-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
226752
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)