Picrasidine C

Details

• Internal ID: 4e679fa1-c731-4bd9-8050-58647ae86c1f
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: 4-(4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl)-2-methoxy-1-(9H-pyrido[3,4-b]indol-1-yl)butan-1-one
• SMILES (Canonical): COC1=CC=CC2=C1NC3=C2C(=CN=C3CCC(C(=O)C4=NC=CC5=C4NC6=CC=CC=C56)OC)OC
• SMILES (Isomeric): COC1=CC=CC2=C1NC3=C2C(=CN=C3CCC(C(=O)C4=NC=CC5=C4NC6=CC=CC=C56)OC)OC
• InChI: InChI=1S/C29H26N4O4/c1-35-21-10-6-8-18-24-23(37-3)15-31-20(27(24)33-25(18)21)11-12-22(36-2)29(34)28-26-17(13-14-30-28)16-7-4-5-9-19(16)32-26/h4-10,13-15,22,32-33H,11-12H2,1-3H3
• InChI Key: FNSOWPJAPJEOEO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₆N₄O₄
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.19540532 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.59
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• 88142-61-4
• CHEMBL1086620
• SCHEMBL10931282
• 4-(4,8-dimethoxy-9H-pyrido[3,4-b]indol-1-yl)-2-methoxy-1-(9H-pyrido[3,4-b]indol-1-yl)butan-1-one
• 4-(4,8-Dimethoxy-9H-pyrido[3,4-b]indol-1-yl)-2-methoxy-1-(9H-pyrido[3,4-b]indol-1-yl)-1-butanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	-	0.6772	67.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7453	74.53%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9151	91.51%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9907	99.07%
P-glycoprotein inhibitior	+	0.9183	91.83%
P-glycoprotein substrate	+	0.7452	74.52%
CYP3A4 substrate	+	0.6962	69.62%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.8010	80.10%
CYP3A4 inhibition	-	0.7943	79.43%
CYP2C9 inhibition	-	0.8733	87.33%
CYP2C19 inhibition	-	0.7071	70.71%
CYP2D6 inhibition	-	0.7625	76.25%
CYP1A2 inhibition	+	0.5901	59.01%
CYP2C8 inhibition	+	0.8324	83.24%
CYP inhibitory promiscuity	+	0.8095	80.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9571	95.71%
Skin irritation	-	0.8033	80.33%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8963	89.63%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.5355	53.55%
skin sensitisation	-	0.9010	90.10%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8137	81.37%
Acute Oral Toxicity (c)	III	0.6371	63.71%
Estrogen receptor binding	+	0.8598	85.98%
Androgen receptor binding	+	0.8136	81.36%
Thyroid receptor binding	+	0.7333	73.33%
Glucocorticoid receptor binding	+	0.8923	89.23%
Aromatase binding	+	0.6550	65.50%
PPAR gamma	+	0.7423	74.23%
Honey bee toxicity	-	0.6604	66.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	-	0.7069	70.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.39%	96.09%
CHEMBL255	P29275	Adenosine A2b receptor	94.69%	98.59%
CHEMBL2535	P11166	Glucose transporter	93.80%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.92%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.34%	92.29%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.06%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.03%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.91%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.03%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.75%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.74%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.40%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	88.33%	93.31%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.62%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.56%	99.23%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.38%	93.24%
CHEMBL1781	P11387	DNA topoisomerase I	86.42%	97.00%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	85.53%	95.48%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.84%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.26%	94.45%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.13%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.58%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.09%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.50%	90.20%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.50%	91.71%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.37%	88.56%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	81.13%	96.47%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.22%	89.44%

Plants that contains it

• Alstonia scholaris
• Picrasma quassioides

Cross-Links

• PubChem: 5315685
• NPASS: NPC152620
• LOTUS: LTS0128444
• wikiData: Q104998492