Cycloprodigiosin

Details

• Internal ID: cfa1cd84-efa9-4234-9c71-3bbab70d2b12
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Substituted pyrroles > Dipyrrins
• IUPAC Name: 3-[(Z)-[3-methoxy-5-(1H-pyrrol-2-yl)pyrrol-2-ylidene]methyl]-1,4-dimethyl-4,5,6,7-tetrahydro-2H-isoindole
• InChI: InChI=1S/C20H23N3O/c1-12-6-4-7-14-13(2)22-18(20(12)14)10-17-19(24-3)11-16(23-17)15-8-5-9-21-15/h5,8-12,21-22H,4,6-7H2,1-3H3/b17-10-
• InChI Key: DSHIIBUGOWQFSO-YVLHZVERSA-N
• Popularity: 27 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₃N₃O
• Molecular Weight: 321.40 g/mol
• Exact Mass: 321.184112366 g/mol
• Topological Polar Surface Area (TPSA): 53.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL4642076

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.6672	66.72%
Blood Brain Barrier	+	0.8129	81.29%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5309	53.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8981	89.81%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9214	92.14%
P-glycoprotein inhibitior	+	0.6677	66.77%
P-glycoprotein substrate	-	0.5648	56.48%
CYP3A4 substrate	+	0.6201	62.01%
CYP2C9 substrate	-	0.6108	61.08%
CYP2D6 substrate	-	0.7933	79.33%
CYP3A4 inhibition	-	0.6455	64.55%
CYP2C9 inhibition	-	0.6225	62.25%
CYP2C19 inhibition	-	0.5191	51.91%
CYP2D6 inhibition	-	0.7244	72.44%
CYP1A2 inhibition	+	0.7297	72.97%
CYP2C8 inhibition	+	0.7319	73.19%
CYP inhibitory promiscuity	+	0.9356	93.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5943	59.43%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9055	90.55%
Skin irritation	-	0.7633	76.33%
Skin corrosion	-	0.9056	90.56%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8719	87.19%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8191	81.91%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8719	87.19%
Acute Oral Toxicity (c)	III	0.5653	56.53%
Estrogen receptor binding	+	0.6891	68.91%
Androgen receptor binding	-	0.5529	55.29%
Thyroid receptor binding	+	0.8132	81.32%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.6096	60.96%
PPAR gamma	+	0.6625	66.25%
Honey bee toxicity	-	0.8737	87.37%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9424	94.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.03%	93.99%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.95%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.01%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.92%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.18%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.67%	97.09%
CHEMBL2535	P11166	Glucose transporter	89.48%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.14%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.54%	91.43%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.29%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135423007
• LOTUS: LTS0145229
• wikiData: Q77373873