(1R,10S,12S,13E,18R)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carbaldehyde

Details

• Internal ID: 53897f99-21d2-4a17-9966-e1a6f3c61474
• Taxonomy: Alkaloids and derivatives > Akuammilan and related alkaloids
• IUPAC Name: (1R,10S,12S,13E,18R)-13-ethylidene-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carbaldehyde
• SMILES (Canonical): CC=C1CN2CCC34C(C1CC2C3=NC5=CC=CC=C45)C=O
• SMILES (Isomeric): C/C=C\1/CN2CC[C@]34[C@@H]([C@@H]1C[C@H]2C3=NC5=CC=CC=C45)C=O
• InChI: InChI=1S/C19H20N2O/c1-2-12-10-21-8-7-19-14-5-3-4-6-16(14)20-18(19)17(21)9-13(12)15(19)11-22/h2-6,11,13,15,17H,7-10H2,1H3/b12-2-/t13-,15-,17+,19+/m1/s1
• InChI Key: CDQVTPAIXDKASQ-SHWFNUFLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂O
• Molecular Weight: 292.40 g/mol
• Exact Mass: 292.157563266 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9822	98.22%
Caco-2	+	0.7439	74.39%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5069	50.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9202	92.02%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.5795	57.95%
P-glycoprotein inhibitior	-	0.8210	82.10%
P-glycoprotein substrate	-	0.5205	52.05%
CYP3A4 substrate	+	0.6249	62.49%
CYP2C9 substrate	-	0.6173	61.73%
CYP2D6 substrate	+	0.3694	36.94%
CYP3A4 inhibition	-	0.5484	54.84%
CYP2C9 inhibition	-	0.8414	84.14%
CYP2C19 inhibition	-	0.8071	80.71%
CYP2D6 inhibition	+	0.6585	65.85%
CYP1A2 inhibition	-	0.6470	64.70%
CYP2C8 inhibition	+	0.5533	55.33%
CYP inhibitory promiscuity	+	0.5000	50.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.7053	70.53%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9932	99.32%
Skin irritation	-	0.6902	69.02%
Skin corrosion	-	0.8363	83.63%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7807	78.07%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5916	59.16%
skin sensitisation	-	0.7713	77.13%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.7464	74.64%
Acute Oral Toxicity (c)	III	0.6268	62.68%
Estrogen receptor binding	+	0.5825	58.25%
Androgen receptor binding	+	0.6429	64.29%
Thyroid receptor binding	+	0.5138	51.38%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5582	55.82%
PPAR gamma	-	0.6256	62.56%
Honey bee toxicity	-	0.8730	87.30%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9358	93.58%

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	96.70%	96.09%
CHEMBL240	Q12809	HERG	96.42%	89.76%
CHEMBL284	P27487	Dipeptidyl peptidase IV	93.27%	95.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.13%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.61%	100.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.51%	82.38%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.08%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.36%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.89%	96.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.62%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.44%	82.69%

Plants that contains it

• Kopsia arborea

Cross-Links

• PubChem: 163194767
• LOTUS: LTS0084266
• wikiData: Q104955024