Ligand profile

CHEMBL4214314

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01311 — Methylmalonate semialdehyde dehydrogenase acylating

Via homolog UniProt P00352 Formula C₂₅H₂₉ClN₄O₄

pchembl 7.89 ~12.9 nM

Mol. weight 484.98 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4214314
UniProt (similar protein): P00352
pchembl: 7.890 (~12.9 nM)
Target protein: KP13_01311

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 484.98 Da

LogP (Crippen) 2.93

H-bond donors 0

H-bond acceptors 6

TPSA 75.21 Å²

Rotatable bonds 3

Aromatic rings 2 / 6

Heavy atoms 34

Fraction sp³ C 0.56

Formula C₂₅H₂₉ClN₄O₄

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 75.2
−1 ≤ LogP ≤ 5 2.93

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 485.0
LogP ≤ 5 2.93
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 75.2

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(c1cnc2ccc(Cl)cc2c1N1CCC2(CC1)OCCO2)N1CCN(C(=O)C2CC2)CC1

InChI

InChI=1S/C25H29ClN4O4/c26-18-3-4-21-19(15-18)22(28-7-5-25(6-8-28)33-13-14-34-25)20(16-27-21)24(32)30-11-9-29(10-12-30)23(31)17-1-2-17/h3-4,15-17H,1-2,5-14H2

InChIKey

ALEOSAXDAUEICY-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: PF00171

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL4214314 →
UniProt UniProt P00352 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4214314”) →

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)