Phenylalanine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	e80b326f-fde0-49b5-9c7f-579658015493
Taxonomy	Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
IUPAC Name	(2S)-2-amino-3-phenylpropanoic acid
SMILES (Canonical)	C1=CC=C(C=C1)CC(C(=O)O)N
SMILES (Isomeric)	C1=CC=C(C=C1)C[C@@H](C(=O)O)N
InChI	InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1
InChI Key	COLNVLDHVKWLRT-QMMMGPOBSA-N
Popularity	65,491 references in papers

Physical and Chemical Properties

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Molecular Formula	C₉H₁₁NO₂
Molecular Weight	165.19 g/mol
Exact Mass	165.078978594 g/mol
Topological Polar Surface Area (TPSA)	63.30 Å²
XlogP	-1.50
Atomic LogP (AlogP)	0.64
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	3

Synonyms

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phenylalanine

63-91-2

(2S)-2-amino-3-phenylpropanoic acid

3-Phenyl-L-alanine

(S)-2-Amino-3-phenylpropanoic acid

(S)-Phenylalanine

(L)-Phenylalanine

3-Phenylalanine

beta-Phenyl-L-alanine

(S)-2-Amino-3-phenylpropionic acid

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.9312	93.12%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Lysosomes	0.5948	59.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9739	97.39%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8471	84.71%
P-glycoprotein inhibitior	-	0.9945	99.45%
P-glycoprotein substrate	-	0.9757	97.57%
CYP3A4 substrate	-	0.8059	80.59%
CYP2C9 substrate	-	0.6084	60.84%
CYP2D6 substrate	-	0.7197	71.97%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9792	97.92%
CYP2C19 inhibition	-	0.9797	97.97%
CYP2D6 inhibition	-	0.9674	96.74%
CYP1A2 inhibition	-	0.9448	94.48%
CYP2C8 inhibition	-	0.9466	94.66%
CYP inhibitory promiscuity	-	0.9896	98.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5911	59.11%
Carcinogenicity (trinary)	Non-required	0.7588	75.88%
Eye corrosion	-	0.9987	99.87%
Eye irritation	-	0.7870	78.70%
Skin irritation	-	0.6288	62.88%
Skin corrosion	-	0.7838	78.38%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8488	84.88%
Micronuclear	+	0.6874	68.74%
Hepatotoxicity	+	0.5380	53.80%
skin sensitisation	-	0.7580	75.80%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8135	81.35%
Acute Oral Toxicity (c)	III	0.6736	67.36%
Estrogen receptor binding	-	0.9432	94.32%
Androgen receptor binding	-	0.7618	76.18%
Thyroid receptor binding	-	0.8910	89.10%
Glucocorticoid receptor binding	-	0.6220	62.20%
Aromatase binding	-	0.8407	84.07%
PPAR gamma	-	0.6880	68.80%
Honey bee toxicity	-	0.9758	97.58%
Biodegradation	+	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.6719	67.19%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.56%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.15%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	90.26%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.45%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.18%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.06%	94.62%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.14%	98.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.