Ligand profile

CHEMBL4640605

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1200 — major Facilitator Superfamily protein

Via homolog UniProt Q9NRA2 Formula C₂₉H₃₅N₃O₇
Mol. weight 537.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4640605
UniProt (similar protein)
Q9NRA2
Target protein
VK055_1200

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 537.61 Da
LogP (Crippen) 3.85
H-bond donors 3
H-bond acceptors 7
TPSA 138.18 Ų
Rotatable bonds 14
Aromatic rings 3 / 3
Heavy atoms 39
Fraction sp³ C 0.38
Formula C₂₉H₃₅N₃O₇

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 138.2
  • −1 ≤ LogP ≤ 5 3.85
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 537.6
  • LogP ≤ 5 3.85
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 138.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)c1ccc2c(CC(=O)N[C@@H](CCCCNC(=O)OCc3ccccc3)C(=O)O)cc(=O)oc2c1
InChI 
InChI=1S/C29H35N3O7/c1-3-32(4-2)22-13-14-23-21(17-27(34)39-25(23)18-22)16-26(33)31-24(28(35)36)12-8-9-15-30-29(37)38-19-20-10-6-5-7-11-20/h5-7,10-11,13-14,17-18,24H,3-4,8-9,12,15-16,19H2,1-2H3,(H,30,37)(H,31,33)(H,35,36)/t24-/m0/s1
InChIKey 
IOPUDHOFKNTHBV-DEOSSOPVSA-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
Active
Binding sites
PF07690

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_1200.

PDB 1

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 29

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 50

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)