Penimide B

Details

• Internal ID: 173b55c7-cf08-4627-950f-d26752b8037a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenylacetamides
• IUPAC Name: (Z)-N-methyl-3-methylsulfanyl-N-(2-phenylacetyl)prop-2-enamide
• SMILES (Canonical): CN(C(=O)CC1=CC=CC=C1)C(=O)C=CSC
• SMILES (Isomeric): CN(C(=O)CC1=CC=CC=C1)C(=O)/C=C\SC
• InChI: InChI=1S/C13H15NO2S/c1-14(12(15)8-9-17-2)13(16)10-11-6-4-3-5-7-11/h3-9H,10H2,1-2H3/b9-8-
• InChI Key: OWYIACNBEZFCBT-HJWRWDBZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₅NO₂S
• Molecular Weight: 249.33 g/mol
• Exact Mass: 249.08234989 g/mol
• Topological Polar Surface Area (TPSA): 62.70 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• (Z)-N-methyl-3-methylsulfanyl-N-(2-phenylacetyl)prop-2-enamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	+	0.8574	85.74%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5412	54.12%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6051	60.51%
P-glycoprotein inhibitior	-	0.9459	94.59%
P-glycoprotein substrate	-	0.9322	93.22%
CYP3A4 substrate	-	0.5252	52.52%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.8803	88.03%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.7240	72.40%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.7526	75.26%
CYP2C8 inhibition	-	0.8746	87.46%
CYP inhibitory promiscuity	-	0.7840	78.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6313	63.13%
Carcinogenicity (trinary)	Non-required	0.6733	67.33%
Eye corrosion	-	0.8761	87.61%
Eye irritation	-	0.8897	88.97%
Skin irritation	-	0.5380	53.80%
Skin corrosion	-	0.8476	84.76%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7700	77.00%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6181	61.81%
skin sensitisation	-	0.8211	82.11%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5712	57.12%
Nephrotoxicity	+	0.4761	47.61%
Acute Oral Toxicity (c)	III	0.6010	60.10%
Estrogen receptor binding	+	0.5652	56.52%
Androgen receptor binding	-	0.7272	72.72%
Thyroid receptor binding	-	0.6592	65.92%
Glucocorticoid receptor binding	-	0.6311	63.11%
Aromatase binding	+	0.7593	75.93%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9277	92.77%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.3714	37.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.28%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.59%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.99%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.70%	95.50%
CHEMBL2039	P27338	Monoamine oxidase B	80.47%	92.51%

Plants that contains it

• Glycosmis cyanocarpa

Cross-Links

• PubChem: 21729210
• LOTUS: LTS0242954
• wikiData: Q105202397