Andrachcinine

Details

• Internal ID: 1ecfead5-4c2b-42b4-b9f0-8429541c8ea0
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines
• IUPAC Name: 1-[(2S,6R)-2-[(2R)-2-hydroxypentyl]-1-methyl-3,6-dihydro-2H-pyridin-6-yl]butan-2-one
• SMILES (Canonical): CCCC(CC1CC=CC(N1C)CC(=O)CC)O
• SMILES (Isomeric): CCC[C@H](C[C@@H]1CC=C[C@H](N1C)CC(=O)CC)O
• InChI: InChI=1S/C15H27NO2/c1-4-7-15(18)11-13-9-6-8-12(16(13)3)10-14(17)5-2/h6,8,12-13,15,18H,4-5,7,9-11H2,1-3H3/t12-,13-,15+/m0/s1
• InChI Key: YXZGFTYVZJDUDK-KCQAQPDRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₇NO₂
• Molecular Weight: 253.38 g/mol
• Exact Mass: 253.204179104 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• 1-[(2S,6R)-2-[(2R)-2-hydroxypentyl]-1-methyl-3,6-dihydro-2H-pyridin-6-yl]butan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.9062	90.62%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4636	46.36%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9320	93.20%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	-	0.5072	50.72%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	+	0.3890	38.90%
CYP3A4 inhibition	-	0.8423	84.23%
CYP2C9 inhibition	-	0.8634	86.34%
CYP2C19 inhibition	-	0.8763	87.63%
CYP2D6 inhibition	-	0.6559	65.59%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.9427	94.27%
CYP inhibitory promiscuity	-	0.9415	94.15%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6563	65.63%
Eye corrosion	-	0.9634	96.34%
Eye irritation	-	0.9200	92.00%
Skin irritation	-	0.6569	65.69%
Skin corrosion	-	0.7321	73.21%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5749	57.49%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5716	57.16%
Acute Oral Toxicity (c)	III	0.6813	68.13%
Estrogen receptor binding	-	0.7259	72.59%
Androgen receptor binding	-	0.8216	82.16%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	-	0.5593	55.93%
Aromatase binding	-	0.8844	88.44%
PPAR gamma	-	0.5583	55.83%
Honey bee toxicity	-	0.9219	92.19%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.71%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.49%	97.25%
CHEMBL4072	P07858	Cathepsin B	85.71%	93.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.15%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.38%	93.56%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	81.92%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.56%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.10%	95.89%

Plants that contains it

• Andrachne aspera

Cross-Links

• PubChem: 10777283
• LOTUS: LTS0041188
• wikiData: Q105368317