Pestalactam C

Details

• Internal ID: 67cc7636-dc3f-4b3c-b665-6268eff32d00
• Taxonomy: Organoheterocyclic compounds > Azepines
• IUPAC Name: 3-chloro-4-hydroxy-7-(2-methylprop-1-enyl)-1H-azepine-2,5-dione
• SMILES (Canonical): CC(=CC1=CC(=O)C(=C(C(=O)N1)Cl)O)C
• SMILES (Isomeric): CC(=CC1=CC(=O)C(=C(C(=O)N1)Cl)O)C
• InChI: InChI=1S/C10H10ClNO3/c1-5(2)3-6-4-7(13)9(14)8(11)10(15)12-6/h3-4H,1-2H3,(H,12,15)(H,13,14)
• InChI Key: ZLRVCUJSJZWTEK-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀ClNO₃
• Molecular Weight: 227.64 g/mol
• Exact Mass: 227.0349209 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 3-Chloro-4-hydroxy-7-isobutenyl-1H-azepine-2,5-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9849	98.49%
Caco-2	+	0.7074	70.74%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7210	72.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8582	85.82%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7801	78.01%
P-glycoprotein inhibitior	-	0.9765	97.65%
P-glycoprotein substrate	-	0.9303	93.03%
CYP3A4 substrate	-	0.5285	52.85%
CYP2C9 substrate	-	0.5800	58.00%
CYP2D6 substrate	-	0.8907	89.07%
CYP3A4 inhibition	-	0.9211	92.11%
CYP2C9 inhibition	-	0.7384	73.84%
CYP2C19 inhibition	-	0.7129	71.29%
CYP2D6 inhibition	-	0.7881	78.81%
CYP1A2 inhibition	-	0.5335	53.35%
CYP2C8 inhibition	-	0.8658	86.58%
CYP inhibitory promiscuity	-	0.7538	75.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7120	71.20%
Carcinogenicity (trinary)	Non-required	0.5331	53.31%
Eye corrosion	-	0.9796	97.96%
Eye irritation	+	0.8277	82.77%
Skin irritation	-	0.7712	77.12%
Skin corrosion	-	0.8922	89.22%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6374	63.74%
Micronuclear	+	0.6559	65.59%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.7412	74.12%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5764	57.64%
Acute Oral Toxicity (c)	III	0.5652	56.52%
Estrogen receptor binding	+	0.5576	55.76%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	+	0.5956	59.56%
Glucocorticoid receptor binding	+	0.8289	82.89%
Aromatase binding	+	0.7281	72.81%
PPAR gamma	+	0.6192	61.92%
Honey bee toxicity	-	0.9351	93.51%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8337	83.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.76%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.14%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.39%	94.73%
CHEMBL2581	P07339	Cathepsin D	88.03%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.64%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.40%	86.33%

Plants that contains it

• Ajuga genevensis
• Boronia pinnata
• Cleistanthus indochinensis
• Cleome spinosa
• Cyrtomium falcatum
• Elymus repens
• Glochidion sphaerogynum
• Pinguicula vulgaris
• Pongamiopsis pervilleana
• Semialarium mexicanum

Cross-Links

• PubChem: 54749585
• NPASS: NPC113783
• LOTUS: LTS0237906
• wikiData: Q75067320