(1S,2S,7S,9S,10S)-2-hydroxy-6'-methoxy-1',5-dimethyl-2'-oxospiro[4-oxa-12-azatricyclo[7.2.1.02,7]dodec-5-ene-10,3'-indole]-6-carbaldehyde

Details

• Internal ID: 0972c0bd-aced-4679-8a58-47563ddcdb3f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Beta amino acids and derivatives
• IUPAC Name: (1S,2S,7S,9S,10S)-2-hydroxy-6'-methoxy-1',5-dimethyl-2'-oxospiro[4-oxa-12-azatricyclo[7.2.1.02,7]dodec-5-ene-10,3'-indole]-6-carbaldehyde
• InChI: InChI=1S/C21H24N2O5/c1-11-13(9-24)15-7-17-20(8-18(22-17)21(15,26)10-28-11)14-5-4-12(27-3)6-16(14)23(2)19(20)25/h4-6,9,15,17-18,22,26H,7-8,10H2,1-3H3/t15-,17-,18-,20-,21-/m0/s1
• InChI Key: OLVSVPOPXGQLBV-OMBLBEMTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₅
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.16852187 g/mol
• Topological Polar Surface Area (TPSA): 88.10 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9105	91.05%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4540	45.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8599	85.99%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7413	74.13%
P-glycoprotein inhibitior	-	0.6451	64.51%
P-glycoprotein substrate	+	0.6364	63.64%
CYP3A4 substrate	+	0.6782	67.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7940	79.40%
CYP3A4 inhibition	-	0.9262	92.62%
CYP2C9 inhibition	-	0.8452	84.52%
CYP2C19 inhibition	-	0.8786	87.86%
CYP2D6 inhibition	-	0.9176	91.76%
CYP1A2 inhibition	-	0.8548	85.48%
CYP2C8 inhibition	-	0.6472	64.72%
CYP inhibitory promiscuity	-	0.9631	96.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5517	55.17%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9744	97.44%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7037	70.37%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.8544	85.44%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7353	73.53%
Acute Oral Toxicity (c)	III	0.5973	59.73%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.6571	65.71%
Glucocorticoid receptor binding	+	0.6374	63.74%
Aromatase binding	+	0.5527	55.27%
PPAR gamma	+	0.5790	57.90%
Honey bee toxicity	-	0.8220	82.20%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9638	96.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.35%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	98.17%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.02%	91.11%
CHEMBL4208	P20618	Proteasome component C5	95.23%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.26%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.96%	97.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.81%	90.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.22%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.44%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.30%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.71%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.12%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	84.39%	95.53%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.30%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.11%	93.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.04%	93.99%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.84%	95.89%
CHEMBL1871	P10275	Androgen Receptor	81.75%	96.43%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.62%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.20%	99.23%

Plants that contains it

• Alstonia macrophylla

Cross-Links

• PubChem: 21577250
• LOTUS: LTS0033024
• wikiData: Q105194165