Ligand profile

CHEMBL1594492

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₁₄H₁₉Cl₂N₃O₂S
pchembl 7.72 ~19.1 nM
Mol. weight 364.30 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1594492
UniProt (similar protein)
P00352
pchembl
7.720 (~19.1 nM)
Target protein
KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 364.30 Da
LogP (Crippen) 3.33
H-bond donors 3
H-bond acceptors 3
TPSA 62.72 Ų
Rotatable bonds 6
Aromatic rings 1 / 1
Heavy atoms 22
Fraction sp³ C 0.43
Formula C₁₄H₁₉Cl₂N₃O₂S

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 62.7
  • −1 ≤ LogP ≤ 5 3.33
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 364.3
  • LogP ≤ 5 3.33
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 62.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)OCCCN=C(S)NNC(=O)c1ccc(Cl)c(Cl)c1
InChI 
InChI=1S/C14H19Cl2N3O2S/c1-9(2)21-7-3-6-17-14(22)19-18-13(20)10-4-5-11(15)12(16)8-10/h4-5,8-9H,3,6-7H2,1-2H3,(H,18,20)(H2,17,19,22)
InChIKey 
JQQDWCHKKRCDTL-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
Activity
Not Active
Binding sites
PF00171

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_01311.

PDB 11

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

Ligand PDB entry

ChEMBL 99

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)