Ligand profile

CHEMBL3648639

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₃H₃₇N₅O₅
pchembl 8.70 ~2.0 nM
Mol. weight 583.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648639
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 583.69 Da
LogP (Crippen) 4.93
H-bond donors 2
H-bond acceptors 9
TPSA 127.65 Ų
Rotatable bonds 10
Aromatic rings 5 / 6
Heavy atoms 43
Fraction sp³ C 0.39
Formula C₃₃H₃₇N₅O₅

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 127.7
  • −1 ≤ LogP ≤ 5 4.93
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 583.7
  • LogP ≤ 5 4.93
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 127.7
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(C)O)CC2)c2ccnn12
InChI 
InChI=1S/C33H37N5O5/c1-3-6-29-28(19-22-9-11-23(12-10-22)26-7-4-5-8-27(26)31-35-33(41)43-36-31)32(40)37(30-17-18-34-38(29)30)24-13-15-25(16-14-24)42-20-21(2)39/h4-5,7-12,17-18,21,24-25,39H,3,6,13-16,19-20H2,1-2H3,(H,35,36,41)/t21?,24-,25-
InChIKey 
HJLVKXPZXWUDTP-ADSZBJKRSA-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
226824
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)