Ligand profile

CHEMBL4647624

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05362 — Putative tartrate transporter

Via homolog UniProt Q9NRA2 Formula C₂₇H₃₁N₃O₇
Mol. weight 509.56 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4647624
UniProt (similar protein)
Q9NRA2
Target protein
KP13_05362

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 509.56 Da
LogP (Crippen) 3.07
H-bond donors 3
H-bond acceptors 7
TPSA 138.18 Ų
Rotatable bonds 12
Aromatic rings 3 / 3
Heavy atoms 37
Fraction sp³ C 0.33
Formula C₂₇H₃₁N₃O₇

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 3.07
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 509.6
  • LogP ≤ 5 3.07
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 138.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)c1ccc2c(CC(=O)N[C@@H](CCCCNC(=O)OCc3ccccc3)C(=O)O)cc(=O)oc2c1
InChI 
InChI=1S/C27H31N3O7/c1-30(2)20-11-12-21-19(15-25(32)37-23(21)16-20)14-24(31)29-22(26(33)34)10-6-7-13-28-27(35)36-17-18-8-4-3-5-9-18/h3-5,8-9,11-12,15-16,22H,6-7,10,13-14,17H2,1-2H3,(H,28,35)(H,29,31)(H,33,34)/t22-/m0/s1
InChIKey 
YMVXYZZURKEGND-QFIPXVFZSA-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 KP13_05362.

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)