(3R,6R)-N-methyl-N-(1-hydroxy-2-methylpropyl)-phenylalanine

Details

• Internal ID: af347205-5feb-4cab-819b-28274850670a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: (2R)-2-[[(2R)-2-hydroxy-3-methylbutanoyl]-methylamino]-3-phenylpropanoic acid
• SMILES (Canonical): CC(C)C(C(=O)N(C)C(CC1=CC=CC=C1)C(=O)O)O
• SMILES (Isomeric): CC(C)[C@H](C(=O)N(C)[C@H](CC1=CC=CC=C1)C(=O)O)O
• InChI: InChI=1S/C15H21NO4/c1-10(2)13(17)14(18)16(3)12(15(19)20)9-11-7-5-4-6-8-11/h4-8,10,12-13,17H,9H2,1-3H3,(H,19,20)/t12-,13-/m1/s1
• InChI Key: AFSFYXHJJVYLOJ-CHWSQXEVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.33 g/mol
• Exact Mass: 279.14705815 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7348	73.48%
Caco-2	+	0.5534	55.34%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7788	77.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9359	93.59%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8442	84.42%
P-glycoprotein inhibitior	-	0.8998	89.98%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	-	0.5756	57.56%
CYP2C9 substrate	+	0.6285	62.85%
CYP2D6 substrate	-	0.8339	83.39%
CYP3A4 inhibition	-	0.9125	91.25%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.8590	85.90%
CYP2D6 inhibition	-	0.9279	92.79%
CYP1A2 inhibition	-	0.9167	91.67%
CYP2C8 inhibition	-	0.9731	97.31%
CYP inhibitory promiscuity	-	0.9619	96.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7240	72.40%
Carcinogenicity (trinary)	Non-required	0.7190	71.90%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9867	98.67%
Skin irritation	-	0.8220	82.20%
Skin corrosion	-	0.9680	96.80%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6003	60.03%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5733	57.33%
skin sensitisation	-	0.9115	91.15%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6962	69.62%
Nephrotoxicity	-	0.7804	78.04%
Acute Oral Toxicity (c)	III	0.6299	62.99%
Estrogen receptor binding	-	0.7142	71.42%
Androgen receptor binding	-	0.5493	54.93%
Thyroid receptor binding	-	0.7487	74.87%
Glucocorticoid receptor binding	+	0.5639	56.39%
Aromatase binding	-	0.5733	57.33%
PPAR gamma	-	0.7987	79.87%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.7005	70.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.07%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.53%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.85%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	86.14%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.93%	99.17%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.53%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.22%	95.50%

Plants that contains it

• Micromeles japonica

Cross-Links

• PubChem: 11231296
• LOTUS: LTS0047242
• wikiData: Q104911545