(1R,2R,9R,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

Details

• Internal ID: 3547505f-a944-4b1e-8d96-24a99b51eacc
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: (1R,2R,9R,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• SMILES (Canonical): C1CCN2CC3CC(C2C1)CN4C3CCCC4=O
• SMILES (Isomeric): C1CCN2C[C@H]3C[C@@H]([C@@H]2C1)CN4[C@@H]3CCCC4=O
• InChI: InChI=1S/C15H24N2O/c18-15-6-3-5-14-11-8-12(10-17(14)15)13-4-1-2-7-16(13)9-11/h11-14H,1-10H2/t11-,12-,13+,14-/m1/s1
• InChI Key: JYIJIIVLEOETIQ-YIYPIFLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₂O
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.188863393 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.7884	78.84%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6616	66.16%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.8500	85.00%
BSEP inhibitior	-	0.6620	66.20%
P-glycoprotein inhibitior	-	0.9237	92.37%
P-glycoprotein substrate	-	0.7303	73.03%
CYP3A4 substrate	-	0.5282	52.82%
CYP2C9 substrate	-	0.6276	62.76%
CYP2D6 substrate	+	0.4366	43.66%
CYP3A4 inhibition	-	0.9559	95.59%
CYP2C9 inhibition	-	0.9073	90.73%
CYP2C19 inhibition	-	0.6198	61.98%
CYP2D6 inhibition	-	0.8753	87.53%
CYP1A2 inhibition	-	0.6165	61.65%
CYP2C8 inhibition	-	0.9738	97.38%
CYP inhibitory promiscuity	-	0.7775	77.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6542	65.42%
Eye corrosion	-	0.9030	90.30%
Eye irritation	+	0.6469	64.69%
Skin irritation	-	0.6800	68.00%
Skin corrosion	-	0.8633	86.33%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5156	51.56%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.7428	74.28%
skin sensitisation	-	0.8904	89.04%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7156	71.56%
Acute Oral Toxicity (c)	III	0.8068	80.68%
Estrogen receptor binding	-	0.6575	65.75%
Androgen receptor binding	-	0.5460	54.60%
Thyroid receptor binding	-	0.7020	70.20%
Glucocorticoid receptor binding	-	0.6222	62.22%
Aromatase binding	-	0.7857	78.57%
PPAR gamma	-	0.7487	74.87%
Honey bee toxicity	-	0.9252	92.52%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.9431	94.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.21%	97.25%
CHEMBL1978	P11511	Cytochrome P450 19A1	92.53%	91.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.41%	97.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.64%	94.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.86%	93.03%
CHEMBL2581	P07339	Cathepsin D	87.81%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.76%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.30%	90.71%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	86.98%	97.98%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	85.67%	91.81%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.48%	98.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.28%	95.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.13%	93.04%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.85%	96.09%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	83.43%	91.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.25%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	82.87%	92.50%
CHEMBL1902	P62942	FK506-binding protein 1A	81.99%	97.05%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.74%	94.66%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.49%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.45%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.36%	93.00%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.05%	99.29%

Plants that contains it

• Ammodendron karelinii
• Argyrolobium speciosum
• Baptisia simplicifolia
• Brickellia cylindracea
• Calobota cuspidosa
• Calocephalus citreus
• Clathrotropis brachypetala
• Crotalaria medicaginea
• Cytisophyllum sessilifolium
• Cytisus scoparius
• Dermatophyllum secundiflorum
• Dichilus strictus
• Euphorbia larica
• Fritillaria stenanthera
• Genista albida
• Genista anatolica
• Genista libanotica
• Genista pichisermolliana
• Haplormosia monophylla
• Kopsia teoi
• Laburnum alpinum
• Lebeckia plukenetiana
• Liparia parva
• Lotononis curvicarpa
• Lupinus argenteus
• Lupinus latifolius
• Lupinus mutabilis
• Lupinus sericeus
• Lupinus texensis
• Melolobium candicans
• Monoon barnesii
• Pearsonia cajanifolia
• Petteria ramentacea
• Pinalia floribunda
• Pinalia leucantha
• Polhillia brevicalyx
• Rafnia racemosa
• Rothia hirsuta
• Rubus lambertianus
• Sidastrum burrerense
• Sophora davidii
• Sophora flavescens
• Sophora mollis
• Spartium junceum
• Stevia ovata
• Striga asiatica
• Thermopsis chinensis
• Ulex europaeus
• Yucca gloriosa var. tristis

Cross-Links

• PubChem: 6575009
• NPASS: NPC302248
• LOTUS: LTS0273371
• wikiData: Q105137048