Birnbaumin A

Details

• Internal ID: 9f0a513d-bd05-4ee3-be4c-cb1b81380e18
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: N-[4-[[(2Z)-1,2-diamino-2-hydroxyiminoethylidene]amino]butyl]-2-(1,7-dihydroxyindol-3-yl)-2-oxoacetamide
• InChI: InChI=1S/C16H20N6O5/c17-14(15(18)21-26)19-6-1-2-7-20-16(25)13(24)10-8-22(27)12-9(10)4-3-5-11(12)23/h3-5,8,23,26-27H,1-2,6-7H2,(H2,17,19)(H2,18,21)(H,20,25)
• InChI Key: VBIBHYIVQAMFPY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀N₆O₅
• Molecular Weight: 376.37 g/mol
• Exact Mass: 376.14951776 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): -0.23
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• DTXSID001046011
• 858648-33-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8672	86.72%
Caco-2	-	0.8943	89.43%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Nucleus	0.4298	42.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5406	54.06%
P-glycoprotein inhibitior	-	0.6783	67.83%
P-glycoprotein substrate	+	0.7105	71.05%
CYP3A4 substrate	+	0.5596	55.96%
CYP2C9 substrate	-	0.6076	60.76%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7502	75.02%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.7628	76.28%
CYP2D6 inhibition	-	0.8745	87.45%
CYP1A2 inhibition	-	0.7429	74.29%
CYP2C8 inhibition	-	0.5823	58.23%
CYP inhibitory promiscuity	-	0.8617	86.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9810	98.10%
Skin irritation	-	0.7528	75.28%
Skin corrosion	-	0.9187	91.87%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7317	73.17%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5108	51.08%
skin sensitisation	-	0.8379	83.79%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7584	75.84%
Acute Oral Toxicity (c)	III	0.5942	59.42%
Estrogen receptor binding	+	0.6271	62.71%
Androgen receptor binding	+	0.5646	56.46%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.7357	73.57%
Aromatase binding	+	0.8072	80.72%
PPAR gamma	+	0.7677	76.77%
Honey bee toxicity	-	0.8906	89.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.7312	73.12%

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	99.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.52%	97.21%
CHEMBL3902	P09211	Glutathione S-transferase Pi	85.56%	93.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.68%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.22%	98.75%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.66%	96.95%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	82.36%	95.52%
CHEMBL261	P00915	Carbonic anhydrase I	82.35%	96.76%
CHEMBL3384	Q16512	Protein kinase N1	81.21%	80.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.59%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.55%	99.23%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.42%	88.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135506167
• LOTUS: LTS0142048
• wikiData: Q77573083