Ligand profile

CHEMBL3648597

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₂H₃₁N₇O₅
pchembl 8.74 ~1.8 nM
Mol. weight 593.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648597
UniProt (similar protein)
O00400
pchembl
8.740 (~1.8 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 593.64 Da
LogP (Crippen) 5.00
H-bond donors 1
H-bond acceptors 11
TPSA 146.34 Ų
Rotatable bonds 9
Aromatic rings 6 / 7
Heavy atoms 44
Fraction sp³ C 0.31
Formula C₃₂H₃₁N₇O₅

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 146.3
  • −1 ≤ LogP ≤ 5 5.00
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 593.6
  • LogP ≤ 5 5.00
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 146.3
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](Oc3ccon3)CC2)c2ncnn12
InChI 
InChI=1S/C32H31N7O5/c1-2-5-27-26(18-20-8-10-21(11-9-20)24-6-3-4-7-25(24)29-35-32(41)44-37-29)30(40)38(31-33-19-34-39(27)31)22-12-14-23(15-13-22)43-28-16-17-42-36-28/h3-4,6-11,16-17,19,22-23H,2,5,12-15,18H2,1H3,(H,35,37,41)/t22-,23+
InChIKey 
IPOQWKDEGVCCKW-ZRZAMGCNSA-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
226779
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)