(1S,9S,10S,12R,19R)-12-ethyl-10-hydroxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6-triene-8-carbaldehyde

Details

• Internal ID: 23d7eb81-d75e-4341-870b-473c447c8c06
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: (1S,9S,10S,12R,19R)-12-ethyl-10-hydroxy-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6-triene-8-carbaldehyde
• InChI: InChI=1S/C20H26N2O2/c1-2-19-8-5-10-21-11-9-20(18(19)21)14-6-3-4-7-15(14)22(13-23)17(20)16(24)12-19/h3-4,6-7,13,16-18,24H,2,5,8-12H2,1H3/t16-,17+,18+,19+,20+/m0/s1
• InChI Key: VWBHBFJRXIASHC-OMQSBVIBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆N₂O₂
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.199428076 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.8324	83.24%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5622	56.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9058	90.58%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.8826	88.26%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7444	74.44%
P-glycoprotein inhibitior	-	0.8785	87.85%
P-glycoprotein substrate	+	0.5360	53.60%
CYP3A4 substrate	+	0.5747	57.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4913	49.13%
CYP3A4 inhibition	-	0.7542	75.42%
CYP2C9 inhibition	-	0.9306	93.06%
CYP2C19 inhibition	-	0.8286	82.86%
CYP2D6 inhibition	+	0.7022	70.22%
CYP1A2 inhibition	-	0.8868	88.68%
CYP2C8 inhibition	-	0.8059	80.59%
CYP inhibitory promiscuity	-	0.7742	77.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6631	66.31%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9921	99.21%
Skin irritation	-	0.8095	80.95%
Skin corrosion	-	0.8970	89.70%
Ames mutagenesis	-	0.6928	69.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6950	69.50%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5564	55.64%
skin sensitisation	-	0.8526	85.26%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8733	87.33%
Acute Oral Toxicity (c)	III	0.5765	57.65%
Estrogen receptor binding	+	0.6445	64.45%
Androgen receptor binding	+	0.6619	66.19%
Thyroid receptor binding	+	0.6108	61.08%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5965	59.65%
PPAR gamma	-	0.5961	59.61%
Honey bee toxicity	-	0.9299	92.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4484	44.84%

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	98.36%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.65%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.90%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.96%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.77%	97.09%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.30%	90.24%
CHEMBL5028	O14672	ADAM10	83.30%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%

Plants that contains it

• Rhazya stricta

Cross-Links

• PubChem: 163028438
• LOTUS: LTS0154361
• wikiData: Q104888211