(1R,9R,10R,12R)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4-dien-6-one

Details

• Internal ID: 175afec1-dad0-4ce2-919c-f4ace76918a6
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Anagyrine-type alkaloids
• IUPAC Name: (1R,9R,10R,12R)-12-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2,4-dien-6-one
• SMILES (Canonical): C1CN2CC3CC(C2CC1O)CN4C3=CC=CC4=O
• SMILES (Isomeric): C1CN2C[C@H]3C[C@@H]([C@H]2C[C@@H]1O)CN4C3=CC=CC4=O
• InChI: InChI=1S/C15H20N2O2/c18-12-4-5-16-8-10-6-11(14(16)7-12)9-17-13(10)2-1-3-15(17)19/h1-3,10-12,14,18H,4-9H2/t10-,11-,12-,14-/m1/s1
• InChI Key: AOOCSKCGZYCEJX-HKUMRIAESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀N₂O₂
• Molecular Weight: 260.33 g/mol
• Exact Mass: 260.152477885 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• Epibaptifoline
• 732-50-3
• DTXSID401318301
• HY-N7792
• AKOS040761404
• CS-0137867

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7393	73.93%
Blood Brain Barrier	+	0.7983	79.83%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8864	88.64%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9542	95.42%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.8263	82.63%
P-glycoprotein inhibitior	-	0.9425	94.25%
P-glycoprotein substrate	-	0.5346	53.46%
CYP3A4 substrate	+	0.5716	57.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6713	67.13%
CYP3A4 inhibition	-	0.8025	80.25%
CYP2C9 inhibition	-	0.8880	88.80%
CYP2C19 inhibition	-	0.7541	75.41%
CYP2D6 inhibition	-	0.7690	76.90%
CYP1A2 inhibition	-	0.6553	65.53%
CYP2C8 inhibition	-	0.9471	94.71%
CYP inhibitory promiscuity	-	0.6518	65.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9821	98.21%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9410	94.10%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4862	48.62%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.8065	80.65%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.7318	73.18%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.5963	59.63%
Androgen receptor binding	+	0.5542	55.42%
Thyroid receptor binding	-	0.5882	58.82%
Glucocorticoid receptor binding	-	0.4813	48.13%
Aromatase binding	-	0.6261	62.61%
PPAR gamma	+	0.5737	57.37%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	-	0.9146	91.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.03%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.53%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.75%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.53%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.42%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.62%	96.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.04%	94.45%
CHEMBL238	Q01959	Dopamine transporter	83.17%	95.88%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.96%	82.69%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.76%	93.99%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Baptisia australis var. minor
• Baptisia perfoliata
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euchresta japonica
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora exigua
• Sophora flavescens
• Sophora franchetiana
• Sophora tonkinensis
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 15939858
• NPASS: NPC281157
• LOTUS: LTS0024886
• wikiData: Q104915825