Ligand profile

CHEMBL2165275

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1346 — hypothetical protein

Via homolog UniProt Q9NXA8 Formula C₃₀H₄₁N₅O₉
Mol. weight 615.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2165275
UniProt (similar protein)
Q9NXA8
Target protein
VK055_1346

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 615.68 Da
LogP (Crippen) 1.34
H-bond donors 6
H-bond acceptors 8
TPSA 213.01 Ų
Rotatable bonds 17
Aromatic rings 2 / 2
Heavy atoms 44
Fraction sp³ C 0.50
Formula C₃₀H₄₁N₅O₉

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 213.0
  • −1 ≤ LogP ≤ 5 1.34
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 615.7
  • LogP ≤ 5 1.34
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 213.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCCCNC(=O)CCC(=O)O)C(=O)Nc1ccc2c(C)cc(=O)oc2c1
InChI 
InChI=1S/C30H41N5O9/c1-17(2)13-23(33-19(4)36)29(42)32-16-26(38)35-22(7-5-6-12-31-25(37)10-11-27(39)40)30(43)34-20-8-9-21-18(3)14-28(41)44-24(21)15-20/h8-9,14-15,17,22-23H,5-7,10-13,16H2,1-4H3,(H,31,37)(H,32,42)(H,33,36)(H,34,43)(H,35,38)(H,39,40)/t22-,23-/m0/s1
InChIKey 
VRFMCXIPTFLUCM-GOTSBHOMSA-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
PF02146

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_1346.

PDB 21

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

Ligand PDB entry

ChEMBL 84

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)