Ligand profile

CHEMBL1330916

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₁H₂₅ClN₄O

pchembl 8.00 ~10.0 nM

Mol. weight 384.91 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1330916
UniProt (similar protein): P00352
pchembl: 8.000 (~10.0 nM)
Target protein: KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 384.91 Da

LogP (Crippen) 3.49

H-bond donors 0

H-bond acceptors 4

TPSA 41.37 Å²

Rotatable bonds 4

Aromatic rings 2 / 5

Heavy atoms 27

Fraction sp³ C 0.52

Formula C₂₁H₂₅ClN₄O

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 41.4
−1 ≤ LogP ≤ 5 3.49

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 384.9
LogP ≤ 5 3.49
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 41.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCn1cc([C@@H]2C[C@H]3CN(Cc4cccc(Cl)c4)C(=O)[C@]34CCCN24)cn1

InChI

InChI=1S/C21H25ClN4O/c1-2-25-13-16(11-23-25)19-10-17-14-24(12-15-5-3-6-18(22)9-15)20(27)21(17)7-4-8-26(19)21/h3,5-6,9,11,13,17,19H,2,4,7-8,10,12,14H2,1H3/t17-,19-,21-/m0/s1

InChIKey

OZWKHPMPTFKOSI-CUWPLCDZSA-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.

ChEMBL ChEMBL compound CHEMBL1330916 →
UniProt UniProt P00352 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1330916”) →

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)