Ligand profile

CHEMBL5895135

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₇H₃₀N₈O₃

pchembl 8.77 ~1.7 nM

Mol. weight 514.59 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5895135
UniProt (similar protein): P00813
pchembl: 8.770 (~1.7 nM)
Target protein: KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.59 Da

LogP (Crippen) 3.14

H-bond donors 3

H-bond acceptors 10

TPSA 149.39 Å²

Rotatable bonds 7

Aromatic rings 5 / 6

Heavy atoms 38

Fraction sp³ C 0.37

Formula C₂₇H₃₀N₈O₃

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 149.4
−1 ≤ LogP ≤ 5 3.14

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 514.6
LogP ≤ 5 3.14
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 10

Veber's rules Fail

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 149.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C[C@](C(=O)NCCC1CCC(O)CC1)(c1ccccc1)n1ncc2c1nc(N)n1nc(-c3ccco3)nc21

InChI

InChI=1S/C27H30N8O3/c1-27(18-6-3-2-4-7-18,25(37)29-14-13-17-9-11-19(36)12-10-17)35-24-20(16-30-35)23-31-22(21-8-5-15-38-21)33-34(23)26(28)32-24/h2-8,15-17,19,36H,9-14H2,1H3,(H2,28,32)(H,29,37)/t17?,19?,27-/m1/s1

InChIKey

SOUQVEKGQYZLGU-YFZWNRBJSA-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: 1217551
Binding sites: PF00962

External resources

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

ChEMBL ChEMBL compound CHEMBL5895135 →
UniProt UniProt P00813 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5895135”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04428.

PDB 12

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)