Ligand profile

CHEMBL371442

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00817 — Holo-[acyl-carrier-protein] synthase

Via homolog UniProt P96618 Formula C₂₁H₁₂ClNO₄
pchembl 6.09 ~812.8 nM
Mol. weight 377.78 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL371442
UniProt (similar protein)
P96618
pchembl
6.090 (~812.8 nM)
Target protein
KP13_00817

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 377.78 Da
LogP (Crippen) 4.50
H-bond donors 2
H-bond acceptors 3
TPSA 83.47 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 27
Fraction sp³ C 0.00
Formula C₂₁H₁₂ClNO₄

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 83.5
  • −1 ≤ LogP ≤ 5 4.50
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 377.8
  • LogP ≤ 5 4.50
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 83.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1cc(Cl)ccc1NC(=O)c1cccc2c1-c1ccccc1C2=O
InChI 
InChI=1S/C21H12ClNO4/c22-11-8-9-17(16(10-11)21(26)27)23-20(25)15-7-3-6-14-18(15)12-4-1-2-5-13(12)19(14)24/h1-10H,(H,23,25)(H,26,27)
InChIKey 
YRIPLNTYNKZTIC-UHFFFAOYSA-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
Binding sites
PF01648

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_00817.

PDB 4

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

Ligand PDB entry

ChEMBL 3

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)