(4aS,9aS)-7-bromo-2-methyl-4a,9-bis(3-methylbut-2-enyl)-4,9a-dihydro-3H-oxazino[6,5-b]indole

Details

• Internal ID: 86ea55fc-da79-4e69-a531-cfd567266bfd
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (4aS,9aS)-7-bromo-2-methyl-4a,9-bis(3-methylbut-2-enyl)-4,9a-dihydro-3H-oxazino[6,5-b]indole
• InChI: InChI=1S/C21H29BrN2O/c1-15(2)8-10-21-11-13-23(5)25-20(21)24(12-9-16(3)4)19-14-17(22)6-7-18(19)21/h6-9,14,20H,10-13H2,1-5H3/t20-,21-/m0/s1
• InChI Key: NWEUSXXVDOPMJX-SFTDATJTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₉BrN₂O
• Molecular Weight: 405.40 g/mol
• Exact Mass: 404.14633 g/mol
• Topological Polar Surface Area (TPSA): 15.70 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 5.42
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9785	97.85%
Caco-2	+	0.8339	83.39%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4176	41.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8982	89.82%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.5546	55.46%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5759	57.59%
CYP3A4 substrate	+	0.5864	58.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7040	70.40%
CYP3A4 inhibition	-	0.6868	68.68%
CYP2C9 inhibition	-	0.6862	68.62%
CYP2C19 inhibition	-	0.5226	52.26%
CYP2D6 inhibition	-	0.7541	75.41%
CYP1A2 inhibition	-	0.6686	66.86%
CYP2C8 inhibition	-	0.7006	70.06%
CYP inhibitory promiscuity	-	0.6312	63.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9242	92.42%
Skin irritation	-	0.7568	75.68%
Skin corrosion	-	0.8938	89.38%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7965	79.65%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8125	81.25%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7403	74.03%
Acute Oral Toxicity (c)	III	0.6034	60.34%
Estrogen receptor binding	+	0.5941	59.41%
Androgen receptor binding	+	0.5212	52.12%
Thyroid receptor binding	+	0.7922	79.22%
Glucocorticoid receptor binding	-	0.5247	52.47%
Aromatase binding	+	0.5831	58.31%
PPAR gamma	+	0.8124	81.24%
Honey bee toxicity	-	0.9125	91.25%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9763	97.63%

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	97.40%	96.09%
CHEMBL240	Q12809	HERG	97.38%	89.76%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.18%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.83%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.53%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.62%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.48%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.54%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.98%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.54%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.80%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.59%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.79%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21596873
• LOTUS: LTS0049438
• wikiData: Q105186575