Ligand profile

CHEMBL3648618

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2159 — ampG muropeptide MFS transporter

Via homolog UniProt O00400 Formula C₃₅H₄₂N₆O₅
pchembl 8.72 ~1.9 nM
Mol. weight 626.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3648618
UniProt (similar protein)
O00400
pchembl
8.720 (~1.9 nM)
Target protein
VK055_2159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 626.76 Da
LogP (Crippen) 5.49
H-bond donors 2
H-bond acceptors 10
TPSA 140.54 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 46
Fraction sp³ C 0.46
Formula C₃₅H₄₂N₆O₅

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 5.49
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 626.8
  • LogP ≤ 5 5.49
  • 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 
CCCc1c(Cc2ccc(-c3ccccc3-c3nc(=O)o[nH]3)cc2)c(=O)n([C@H]2CC[C@H](OC(CC)C(C)(C)O)CC2)c2ncnn12
InChI 
InChI=1S/C35H42N6O5/c1-5-9-29-28(20-22-12-14-23(15-13-22)26-10-7-8-11-27(26)31-38-34(43)46-39-31)32(42)40(33-36-21-37-41(29)33)24-16-18-25(19-17-24)45-30(6-2)35(3,4)44/h7-8,10-15,21,24-25,30,44H,5-6,9,16-20H2,1-4H3,(H,38,39,43)/t24-,25-,30?
InChIKey 
LLFMGULRPUCCHS-BIBMFLLGSA-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
226802
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)