Macaridine

Details

• Internal ID: 51f48c77-beca-4902-82e7-2422746b4a99
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Hydropyridines > Dihydropyridines
• IUPAC Name: 3-benzyl-1-hydroxy-2H-pyridine-4-carbaldehyde
• SMILES (Canonical): C1C(=C(C=CN1O)C=O)CC2=CC=CC=C2
• SMILES (Isomeric): C1C(=C(C=CN1O)C=O)CC2=CC=CC=C2
• InChI: InChI=1S/C13H13NO2/c15-10-12-6-7-14(16)9-13(12)8-11-4-2-1-3-5-11/h1-7,10,16H,8-9H2
• InChI Key: PHSAQLJHWJOCBJ-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.25 g/mol
• Exact Mass: 215.094628657 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• W43Q2OVD5W
• 405914-36-5
• UNII-W43Q2OVD5W
• 4-pyridinecarboxaldehyde, 1,2-dihydro-1-hydroxy-3-(phenylmethyl)-
• 3-benzyl-1-hydroxy-2H-pyridine-4-carbaldehyde
• 1,2-Dihydro-1-hydroxy-3-(phenylmethyl)-4-pyridinecarboxaldehyde
• 3-benzyl-1-hydroxy-1,2-dihydropyridine-4-carbaldehyde
• 3-Benzyl-1,2-dihydro-N-hydroxypyridine-4-carbaldehyde
• 3-Benzyl-1-hydroxy-1,2-dihydro-pyridine-4-carbaldehyde
• CHEBI:184688
• 3-benzyl-1,2-dihydro-N-hydroxypyridine
• 3-Benzyl-4-formyl-1,2-dihydro-1-hydroxypyridine
• 3-Benzyl-1,2-dihydro-1-hydroxy-4-pyridinecarboxaldehyde
• InChI=1/C13H13NO2/c15-10-12-6-7-14(16)9-13(12)8-11-4-2-1-3-5-11/h1-7,10,16H,8-9H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9355	93.55%
Caco-2	+	0.9247	92.47%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7758	77.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8954	89.54%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8230	82.30%
P-glycoprotein inhibitior	-	0.9834	98.34%
P-glycoprotein substrate	-	0.9233	92.33%
CYP3A4 substrate	-	0.6380	63.80%
CYP2C9 substrate	-	0.5993	59.93%
CYP2D6 substrate	-	0.7830	78.30%
CYP3A4 inhibition	+	0.5261	52.61%
CYP2C9 inhibition	-	0.7022	70.22%
CYP2C19 inhibition	-	0.5535	55.35%
CYP2D6 inhibition	-	0.7617	76.17%
CYP1A2 inhibition	-	0.5377	53.77%
CYP2C8 inhibition	-	0.8188	81.88%
CYP inhibitory promiscuity	+	0.6766	67.66%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7125	71.25%
Carcinogenicity (trinary)	Non-required	0.5073	50.73%
Eye corrosion	-	0.9612	96.12%
Eye irritation	+	0.8132	81.32%
Skin irritation	-	0.6843	68.43%
Skin corrosion	-	0.8766	87.66%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6632	66.32%
Micronuclear	+	0.5374	53.74%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7468	74.68%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5906	59.06%
Acute Oral Toxicity (c)	III	0.6446	64.46%
Estrogen receptor binding	-	0.5201	52.01%
Androgen receptor binding	-	0.8404	84.04%
Thyroid receptor binding	-	0.7268	72.68%
Glucocorticoid receptor binding	+	0.6515	65.15%
Aromatase binding	+	0.8000	80.00%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.9655	96.55%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.5372	53.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.31%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.81%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.15%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.00%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.40%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.64%	90.00%
CHEMBL5805	Q9NR97	Toll-like receptor 8	81.51%	96.25%

Plants that contains it

• Lepidium meyenii

Cross-Links

• PubChem: 636583
• LOTUS: LTS0238384
• wikiData: Q105209184