Leucine, N-carboxy-, N-benzyl ester, L-

Details

• Internal ID: 7a632fc3-c289-4a19-889e-64f77ab6770f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Leucine and derivatives
• IUPAC Name: (2S)-4-methyl-2-(phenylmethoxycarbonylamino)pentanoic acid
• InChI: InChI=1S/C14H19NO4/c1-10(2)8-12(13(16)17)15-14(18)19-9-11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3,(H,15,18)(H,16,17)/t12-/m0/s1
• InChI Key: USPFMEKVPDBMCG-LBPRGKRZSA-N
• Popularity: 41 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₄
• Molecular Weight: 265.30 g/mol
• Exact Mass: 265.13140809 g/mol
• Topological Polar Surface Area (TPSA): 75.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• Carbobenzoxy-L-leucine
• N-Carbobenzoxy-L-leucine
• Carbobenzoxyleucine
• Carbobenzyloxy-L-leucine
• Benzyloxycarbonylleucine
• N-Benzyloxycarbonylleucine
• Leucine, N-carboxy-, N-benzyl ester, L-
• NSC 60039
• N-((Phenylmethoxy)carbonyl)-L-leucine
• N-[(phenylmethoxy)carbonyl]-L-leucine
• L-N-Carboxyleucine N-benzyl ester
• EINECS 217-960-3
• BRN 1253861
• L-Leucine, N-((phenylmethoxy)carbonyl)-
• CHEBI:28282
• DTXSID80174011
• 3-06-00-01503 (Beilstein Handbook Reference)
• L-Leucine, N-[(phenylmethoxy)carbonyl]-
• RefChem:798977
• DTXCID6096502
• L-Leucine, N-((phenylmethoxy)carbonyl)-(9CI)
• 217-960-3
• 2018-66-8
• N-Cbz-L-leucine
• Z-Leu-OH
• N-Carbobenzyloxy-L-leucine
• Z-L-Leucine
• Benzyloxycarbonyl-L-leucine
• Cbz-Leucine
• cbz-l-leucine
• MFCD00026494
• (2S)-4-methyl-2-(phenylmethoxycarbonylamino)pentanoic acid
• N-(Benzyloxycarbonyl)-L-leucine
• (S)-2-(((Benzyloxy)carbonyl)amino)-4-methylpentanoic acid
• N(alpha)-Benzyloxycarbonyl-L-leucine
• cbz-leu-oh
• (2S)-2-(Benzyloxycarbonylamino)-4-methylpentanoic acid
• (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoic acid
• n-[(benzyloxy)carbonyl]-l-leucine
• N-(Carbobenzoxy)leucine
• L-(Carbobenzyloxy)leucine
• Leucine, N-[(phenylmethoxy)carbonyl]-
• (2S)-2-[[(Benzyloxy)carbonyl]amino]-4-methylpentanoic acid
• L-N-(Benzyloxycarbonyl)leucine
• NSC-60039
• N-Cbz-leucine
• Cbz-Leu
• ZLeuOH
• Cbz-L-LeuOH
• N-(Phenylmethoxy)carbonyl-L-leucine
• Z-Leu
• (Carbobenzoxy)leucine
• n-carbobenzyloxyleucine
• CBZ-L-Leu
• N-Z-Leu-OH
• (Benzyloxycarbonyl)leucine
• N-benzyloxycarbonyl-leucin
• P48HHX9XNP
• C04335
• N-benzoxycarbonyl-L-leucine
• N-(carbobenzoxy)-L-leucine
• Z-Leu-OH, 97%
• N-ALPHA-CBZ-L-LEUCINE
• SCHEMBL222158
• N-[(Benzyloxy)carbonyl]leucine
• orb1945015
• (2S)-2-(benzyloxycarbonylamino)-4-methyl-pentanoic acid
• N-benzyloxycarbonyl-(S)-leucine
• ((Benzyloxy)carbonyl)-L-leucine
• (CARBOBENZYLOXY)-L-LEUCINE
• Nalpha -benzyloxycarbonyl-L-leucine
• CS-B1638
• HY-Y0555
• [(phenylmethoxy)carbonyl]-L-leucine
• Leucine, N-carboxy-, N-benzyl ester
• AKOS015924104
• FB36690
• FD21888
• FS-4054
• Nalpha -[(benzyloxy)carbonyl]-L-leucine
• AC-17155
• PD196624
• SY062056
• Z-Leu-OH, purum, >=96.0% (T)
• N-{[(phenylmethyl)oxy]carbonyl}-L-leucine
• DB-266000
• NS00026542
• ST50307194
• EN300-121296
• 018L668
• F032700
• N-alpha-BenZyloxycarbonyl-L-leucine (CbZ-L-Leu-OH)
• (s)-2-(benzyloxycarbonylamino)-4-methylpentanoic acid
• Q27103608
• (2S)-4-methyl-2-[(phenylmethoxy)carbonylamino]pentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	+	0.7045	70.45%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7536	75.36%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8536	85.36%
OATP1B3 inhibitior	+	0.8349	83.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8641	86.41%
P-glycoprotein inhibitior	-	0.9541	95.41%
P-glycoprotein substrate	-	0.8987	89.87%
CYP3A4 substrate	-	0.5259	52.59%
CYP2C9 substrate	+	0.6409	64.09%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	-	0.8811	88.11%
CYP2C9 inhibition	-	0.6987	69.87%
CYP2C19 inhibition	-	0.9398	93.98%
CYP2D6 inhibition	-	0.9451	94.51%
CYP1A2 inhibition	-	0.7948	79.48%
CYP2C8 inhibition	-	0.9149	91.49%
CYP inhibitory promiscuity	-	0.9660	96.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7920	79.20%
Carcinogenicity (trinary)	Non-required	0.6916	69.16%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9612	96.12%
Skin irritation	-	0.8402	84.02%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5329	53.29%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.9279	92.79%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	III	0.6719	67.19%
Estrogen receptor binding	-	0.6847	68.47%
Androgen receptor binding	-	0.5821	58.21%
Thyroid receptor binding	-	0.7275	72.75%
Glucocorticoid receptor binding	-	0.7561	75.61%
Aromatase binding	-	0.5879	58.79%
PPAR gamma	-	0.7139	71.39%
Honey bee toxicity	-	0.8541	85.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9689	96.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.99%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.62%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.53%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.40%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.26%	93.56%
CHEMBL2095164	P49354	Geranylgeranyl transferase type I	92.77%	92.80%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.78%	85.31%
CHEMBL268	P43235	Cathepsin K	89.76%	96.85%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.71%	95.50%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.27%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.77%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%
CHEMBL5028	O14672	ADAM10	81.65%	97.50%
CHEMBL3891	P07384	Calpain 1	81.54%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	80.07%	94.73%

Plants that contains it

• Humulus scandens
• Silybum marianum
• Vigna radiata

Cross-Links

• PubChem: 74840
• NPASS: NPC238232