Ligand profile

CHEMBL4859449

Bioactivity hit from ChEMBL on a similar protein.

Bound to: A0A075B6I6

Via homolog UniProt P01721 Formula C₂₇H₃₀N₈O₄

pchembl 6.45 ~354.8 nM

Mol. weight 530.59 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4859449
UniProt (similar protein): P01721
pchembl: 6.450 (~354.8 nM)
Target protein: A0A075B6I6

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.59 Da

LogP (Crippen) 2.36

H-bond donors 2

H-bond acceptors 9

TPSA 140.56 Å²

Rotatable bonds 7

Aromatic rings 4 / 6

Heavy atoms 39

Fraction sp³ C 0.41

Formula C₂₇H₃₀N₈O₄

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 140.6
−1 ≤ LogP ≤ 5 2.36

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 530.6
LogP ≤ 5 2.36
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 9

Veber's rules Fail

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 140.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCN(CC)c1ccc2c(C)c(CCN3C(=O)NC4(CCN(c5ncnc6[nH]cnc56)C4)C3=O)c(=O)oc2c1

InChI

InChI=1S/C27H30N8O4/c1-4-33(5-2)17-6-7-18-16(3)19(24(36)39-20(18)12-17)8-10-35-25(37)27(32-26(35)38)9-11-34(13-27)23-21-22(29-14-28-21)30-15-31-23/h6-7,12,14-15H,4-5,8-11,13H2,1-3H3,(H,32,38)(H,28,29,30,31)

InChIKey

GJGVESGTTVTGQA-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ domain
Source: ChEMBL
Binding sites: PF07686

External resources

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

ChEMBL ChEMBL compound CHEMBL4859449 →
UniProt UniProt P01721 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4859449”) →

Other ligands for this protein

Quick navigation to other ligands bound to A0A075B6I6.

PDB 55

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 28

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)