Penicillactam

Details

• Internal ID: 6257275e-6ab0-4e52-a278-e47fabe95bdd
• Taxonomy: Organoheterocyclic compounds > Benzoxazepines
• IUPAC Name: 3-hydroxy-3-[(3-methyl-2,5-dioxo-1,4-dihydro-1,4-benzodiazepin-3-yl)methyl]-1H-4,1-benzoxazepine-2,5-dione
• InChI: InChI=1S/C20H17N3O6/c1-19(17(26)21-13-8-4-2-6-11(13)15(24)23-19)10-20(28)18(27)22-14-9-5-3-7-12(14)16(25)29-20/h2-9,28H,10H2,1H3,(H,21,26)(H,22,27)(H,23,24)
• InChI Key: FAPNBQQEEOZITN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₇N₃O₆
• Molecular Weight: 395.40 g/mol
• Exact Mass: 395.11173527 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.01
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7037	70.37%
Caco-2	-	0.8063	80.63%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3540	35.40%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9568	95.68%
BSEP inhibitior	-	0.7804	78.04%
P-glycoprotein inhibitior	-	0.7116	71.16%
P-glycoprotein substrate	-	0.7780	77.80%
CYP3A4 substrate	+	0.5416	54.16%
CYP2C9 substrate	+	0.6133	61.33%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.8259	82.59%
CYP2C9 inhibition	-	0.8082	80.82%
CYP2C19 inhibition	-	0.8301	83.01%
CYP2D6 inhibition	-	0.9329	93.29%
CYP1A2 inhibition	-	0.7451	74.51%
CYP2C8 inhibition	-	0.7764	77.64%
CYP inhibitory promiscuity	-	0.8502	85.02%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9262	92.62%
Skin irritation	-	0.7965	79.65%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6525	65.25%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6074	60.74%
skin sensitisation	-	0.8688	86.88%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7378	73.78%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.6358	63.58%
Androgen receptor binding	+	0.7859	78.59%
Thyroid receptor binding	-	0.5437	54.37%
Glucocorticoid receptor binding	-	0.5978	59.78%
Aromatase binding	-	0.6252	62.52%
PPAR gamma	+	0.6229	62.29%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7476	74.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.17%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.90%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.35%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.63%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.94%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	81.67%	94.73%
CHEMBL4208	P20618	Proteasome component C5	81.38%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 57337607
• LOTUS: LTS0227383
• wikiData: Q77510924