Ligand profile

CHEMBL114083

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P05091 Formula C₂₁H₂₂O₇

pchembl 7.40 ~39.8 nM

Mol. weight 386.40 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL114083
UniProt (similar protein): P05091
pchembl: 7.400 (~39.8 nM)
Target protein: KP13_03893

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 386.40 Da

LogP (Crippen) 2.57

H-bond donors 2

H-bond acceptors 7

TPSA 98.36 Å²

Rotatable bonds 10

Aromatic rings 3 / 3

Heavy atoms 28

Fraction sp³ C 0.29

Formula C₂₁H₂₂O₇

Drug-likeness

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

Permeability proxy Check

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 98.4
−1 ≤ LogP ≤ 5 2.57

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 386.4
LogP ≤ 5 2.57
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 10
TPSA ≤ 140 Å² 98.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=c1c(-c2ccc(O)cc2)coc2cc(OCCOCCOCCO)ccc12

InChI

InChI=1S/C21H22O7/c22-7-8-25-9-10-26-11-12-27-17-5-6-18-20(13-17)28-14-19(21(18)24)15-1-3-16(23)4-2-15/h1-6,13-14,22-23H,7-12H2

InChIKey

IRIURZYEEIZBHM-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 CHEMBL114083 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL114083”) →

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)