N-carbobenzoxy-L-phenylalanilol

Details

• Internal ID: 7e6655ef-328e-411a-87f9-5e5216aab1a6
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines > Amphetamines and derivatives
• IUPAC Name: benzyl N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]carbamate
• InChI: InChI=1S/C17H19NO3/c19-12-16(11-14-7-3-1-4-8-14)18-17(20)21-13-15-9-5-2-6-10-15/h1-10,16,19H,11-13H2,(H,18,20)/t16-/m0/s1
• InChI Key: WPOFMMJJCPZPAO-INIZCTEOSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.34 g/mol
• Exact Mass: 285.13649347 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• Z-L-Phenylalaninol
• Z-Phenylalaninol
• Cbz-Phenylalaninol
• Cbz-L-Phenylalaninol
• (S)-2-(Cbz-amino)-3-phenyl-1-propanol
• benzyl N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]carbamate
• N-Benzyloxycarbonyl-L-phenylalaninol
• N-Cbz-L-phenylalaninol
• (S)-(-)-2-(Benzyloxycarbonylamino)-3-phenyl-1-propanol
• N-Carbobenzoxy-L-phenylalaninol
• (S)-Cbz-Phenylalaninol
• CHEMBL164485
• MFCD00191138
• (S)-(-)-2-(Carbobenzyloxyamino)-3-phenyl-1-propanol
• N-(Carbobenzyloxy)-L-phenylalaninol
• (S)-2-(Z-Amino)-3-phenyl-1-propanol
• Z-L-Phenylalaninol, 97%
• N-carbobenzoxy-L-phenylalanilol
• SCHEMBL2435512
• DTXSID70357437
• WPOFMMJJCPZPAO-INIZCTEOSA-N
• AC2217
• BDBM50139461
• AKOS016842979
• AC-5651
• CS-W014560
• HY-W013844
• N-Benzyloxycarbonylamino-L-phenylalaninol
• AS-14681
• BP-20354
• N-((benzyloxy)carbonyl)-L-phenylalaninol
• (S)-N-Cbz-2-amino-3-phenyl-1-propanol
• C1610
• N-(((benzyl)oxy)-carbony)-L-phenylalaninol
• N-(((benzyl)oxy)-carbonyl)-L-phenylalaninol
• M03460
• EN300-7390043
• (S)-N-Carbobenzoxy-2-amino-3-phenyl-1-propanol
• A834485
• (S)-2-(benzyloxycarbonylamino)-3-phenyl-1-propanol
• (S)-benzyl 1-hydroxy-3-phenylpropan-2-ylcarbamate
• (S)-benzyl (1-hydroxy-3-phenylpropan-2-yl)carbamate
• (S)-(-)-2-Benzyloxycarbonylamino-3-phenyl-1-propanol
• ((S)-1-Hydroxymethyl-2-phenyl-ethyl)-carbamic acid benzyl ester
• benzyl N-[(1S)-1-benzyl-2-hydroxy-ethyl]carbamate;(S)-2-(Cbz-amino)-3-phenyl-1-propanol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.8605	86.05%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7281	72.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9293	92.93%
OATP1B3 inhibitior	+	0.9049	90.49%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6623	66.23%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.9512	95.12%
CYP3A4 substrate	-	0.5707	57.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6872	68.72%
CYP3A4 inhibition	-	0.7510	75.10%
CYP2C9 inhibition	-	0.8455	84.55%
CYP2C19 inhibition	-	0.8818	88.18%
CYP2D6 inhibition	-	0.8264	82.64%
CYP1A2 inhibition	+	0.5984	59.84%
CYP2C8 inhibition	-	0.8723	87.23%
CYP inhibitory promiscuity	-	0.7658	76.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7113	71.13%
Carcinogenicity (trinary)	Non-required	0.6963	69.63%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8885	88.85%
Skin irritation	-	0.7978	79.78%
Skin corrosion	-	0.9652	96.52%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7177	71.77%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.7268	72.68%
skin sensitisation	-	0.9164	91.64%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4525	45.25%
Acute Oral Toxicity (c)	III	0.7271	72.71%
Estrogen receptor binding	-	0.5295	52.95%
Androgen receptor binding	-	0.5890	58.90%
Thyroid receptor binding	-	0.8009	80.09%
Glucocorticoid receptor binding	-	0.7508	75.08%
Aromatase binding	-	0.5344	53.44%
PPAR gamma	-	0.6785	67.85%
Honey bee toxicity	-	0.8559	85.59%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8697	86.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.70%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.44%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	92.28%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.72%	94.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.02%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.76%	94.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.00%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.49%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.96%	91.19%
CHEMBL3891	P07384	Calpain 1	83.57%	93.04%
CHEMBL1255126	O15151	Protein Mdm4	82.26%	90.20%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.01%	91.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.49%	97.64%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.44%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 853481
• LOTUS: LTS0144942
• wikiData: Q72516358