4-(Azaniumylmethyl)-5-(hydroxymethyl)-2-methylpyridin-3-olate

Details

• Internal ID: fac0dfe1-8607-45cf-900e-05fecab1760f
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Pyridoxamines > Pyridoxamine 5-phosphates
• IUPAC Name: 4-(azaniumylmethyl)-5-(hydroxymethyl)-2-methylpyridin-3-olate
• SMILES (Canonical): CC1=NC=C(C(=C1[O-])C[NH3+])CO
• SMILES (Isomeric): CC1=NC=C(C(=C1[O-])C[NH3+])CO
• InChI: InChI=1S/C8H12N2O2/c1-5-8(12)7(2-9)6(4-11)3-10-5/h3,11-12H,2,4,9H2,1H3
• InChI Key: NHZMQXZHNVQTQA-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂N₂O₂
• Molecular Weight: 168.19 g/mol
• Exact Mass: 168.089877630 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.30
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8629	86.29%
Caco-2	-	0.7709	77.09%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8019	80.19%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8764	87.64%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9006	90.06%
P-glycoprotein inhibitior	-	0.9828	98.28%
P-glycoprotein substrate	-	0.9202	92.02%
CYP3A4 substrate	-	0.6079	60.79%
CYP2C9 substrate	-	0.7516	75.16%
CYP2D6 substrate	-	0.8224	82.24%
CYP3A4 inhibition	-	0.8821	88.21%
CYP2C9 inhibition	-	0.8815	88.15%
CYP2C19 inhibition	-	0.8756	87.56%
CYP2D6 inhibition	-	0.8051	80.51%
CYP1A2 inhibition	-	0.8084	80.84%
CYP2C8 inhibition	-	0.8779	87.79%
CYP inhibitory promiscuity	-	0.6524	65.24%
UGT catelyzed	+	0.6159	61.59%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6224	62.24%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.7736	77.36%
Skin irritation	-	0.7366	73.66%
Skin corrosion	-	0.8081	80.81%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4178	41.78%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5644	56.44%
skin sensitisation	-	0.7470	74.70%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7382	73.82%
Acute Oral Toxicity (c)	III	0.6908	69.08%
Estrogen receptor binding	-	0.8270	82.70%
Androgen receptor binding	-	0.8123	81.23%
Thyroid receptor binding	-	0.8069	80.69%
Glucocorticoid receptor binding	-	0.7679	76.79%
Aromatase binding	-	0.8141	81.41%
PPAR gamma	-	0.6484	64.84%
Honey bee toxicity	-	0.9528	95.28%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.9267	92.67%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	446.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.05%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	86.35%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.11%	95.56%
CHEMBL4208	P20618	Proteasome component C5	82.49%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.35%	97.36%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.48%	93.10%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%

Plants that contains it

• Allium sativum

Cross-Links

• PubChem: 11205997
• NPASS: NPC63338
• ChEMBL: CHEMBL593019