Ligand profile

CHEMBL3660713

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03893 — Succinate-semialdehyde dehydrogenase [NADP+]

Via homolog UniProt P05091 Formula C₂₄H₁₇NO₄S

pchembl 6.48 ~331.1 nM

Mol. weight 415.47 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3660713
UniProt (similar protein): P05091
pchembl: 6.480 (~331.1 nM)
Target protein: KP13_03893

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 415.47 Da

LogP (Crippen) 4.23

H-bond donors 1

H-bond acceptors 4

TPSA 76.38 Å²

Rotatable bonds 3

Aromatic rings 4 / 4

Heavy atoms 30

Fraction sp³ C 0.04

Formula C₂₄H₁₇NO₄S

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 76.4
−1 ≤ LogP ≤ 5 4.23

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 415.5
LogP ≤ 5 4.23
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 76.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CS(=O)(=O)Nc1ccc(-c2coc3cc(C#Cc4ccccc4)ccc3c2=O)cc1

InChI

InChI=1S/C24H17NO4S/c1-30(27,28)25-20-12-10-19(11-13-20)22-16-29-23-15-18(9-14-21(23)24(22)26)8-7-17-5-3-2-4-6-17/h2-6,9-16,25H,1H3

InChIKey

GLLCVMJUFBWSGF-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: 244334
Binding sites: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL3660713 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3660713”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03893.

PDB 15

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)