[(2S)-2-[[(2S)-2-(benzylamino)-3-phenylpropanoyl]amino]-3-phenylpropyl] acetate

Details

• Internal ID: 03672346-117d-4f7e-826a-0840ea30bc69
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines > Amphetamines and derivatives
• IUPAC Name: [(2S)-2-[[(2S)-2-(benzylamino)-3-phenylpropanoyl]amino]-3-phenylpropyl] acetate
• SMILES (Canonical): CC(=O)OCC(CC1=CC=CC=C1)NC(=O)C(CC2=CC=CC=C2)NCC3=CC=CC=C3
• SMILES (Isomeric): CC(=O)OC[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC2=CC=CC=C2)NCC3=CC=CC=C3
• InChI: InChI=1S/C27H30N2O3/c1-21(30)32-20-25(17-22-11-5-2-6-12-22)29-27(31)26(18-23-13-7-3-8-14-23)28-19-24-15-9-4-10-16-24/h2-16,25-26,28H,17-20H2,1H3,(H,29,31)/t25-,26-/m0/s1
• InChI Key: GGLFANNWLBOLJZ-UIOOFZCWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀N₂O₃
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.22564282 g/mol
• Topological Polar Surface Area (TPSA): 67.40 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9296	92.96%
Caco-2	-	0.5542	55.42%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7216	72.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9645	96.45%
P-glycoprotein inhibitior	+	0.7840	78.40%
P-glycoprotein substrate	-	0.6963	69.63%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7084	70.84%
CYP3A4 inhibition	+	0.6878	68.78%
CYP2C9 inhibition	-	0.8406	84.06%
CYP2C19 inhibition	-	0.6404	64.04%
CYP2D6 inhibition	-	0.5870	58.70%
CYP1A2 inhibition	-	0.7549	75.49%
CYP2C8 inhibition	-	0.8577	85.77%
CYP inhibitory promiscuity	+	0.5298	52.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7313	73.13%
Carcinogenicity (trinary)	Non-required	0.7196	71.96%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9628	96.28%
Skin irritation	-	0.8169	81.69%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9491	94.91%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	-	0.5664	56.64%
skin sensitisation	-	0.9288	92.88%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7225	72.25%
Acute Oral Toxicity (c)	III	0.7385	73.85%
Estrogen receptor binding	+	0.6551	65.51%
Androgen receptor binding	+	0.5528	55.28%
Thyroid receptor binding	-	0.6204	62.04%
Glucocorticoid receptor binding	-	0.5829	58.29%
Aromatase binding	-	0.6278	62.78%
PPAR gamma	-	0.5353	53.53%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9579	95.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.32%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.35%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.27%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.50%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.62%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	87.80%	91.19%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.46%	92.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.64%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%

Plants that contains it

• Spiraea formosana

Cross-Links

• PubChem: 162924031
• LOTUS: LTS0033306
• wikiData: Q105008168