Ligand profile

CHEMBL3597816

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04751 — Adenosylhomocysteinase

Via homolog UniProt P23526 Formula C₃₄H₄₀Cl₂N₄O₅

pchembl 7.16 ~69.2 nM

Mol. weight 655.62 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3597816
UniProt (similar protein): P23526
pchembl: 7.160 (~69.2 nM)
Target protein: KP13_04751

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 655.62 Da

LogP (Crippen) 6.20

H-bond donors 1

H-bond acceptors 6

TPSA 91.42 Å²

Rotatable bonds 11

Aromatic rings 3 / 4

Heavy atoms 45

Fraction sp³ C 0.38

Formula C₃₄H₄₀Cl₂N₄O₅

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 91.4
−1 ≤ LogP ≤ 5 6.20

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 655.6
LogP ≤ 5 6.20
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 6

Veber's rules Fail

Rotatable bonds ≤ 10 11
TPSA ≤ 140 Å² 91.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN(CCNC(=O)CN(CC(=O)N(C)C1Cc2ccccc2C1)c1cc(Cl)ccc1Oc1ccc(Cl)cc1)C(=O)OC(C)(C)C

InChI

InChI=1S/C34H40Cl2N4O5/c1-34(2,3)45-33(43)38(4)17-16-37-31(41)21-40(22-32(42)39(5)27-18-23-8-6-7-9-24(23)19-27)29-20-26(36)12-15-30(29)44-28-13-10-25(35)11-14-28/h6-15,20,27H,16-19,21-22H2,1-5H3,(H,37,41)

InChIKey

VOLQSUMIJNBBND-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00670' 'PF05221

External resources

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

ChEMBL ChEMBL compound CHEMBL3597816 →
UniProt UniProt P23526 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3597816”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04751.

PDB 7

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)