(2S,3S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-hydroxyhex-4-ynoic acid

Details

• Internal ID: 2606896e-5d7b-4af8-ba03-974e49f83c37
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids
• IUPAC Name: (2S,3S)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-hydroxyhex-4-ynoic acid
• SMILES (Canonical): CC#CC(C(C(=O)O)NC(=O)CCC(C(=O)O)N)O
• SMILES (Isomeric): CC#C[C@@H]([C@@H](C(=O)O)NC(=O)CC[C@@H](C(=O)O)N)O
• InChI: InChI=1S/C11H16N2O6/c1-2-3-7(14)9(11(18)19)13-8(15)5-4-6(12)10(16)17/h6-7,9,14H,4-5,12H2,1H3,(H,13,15)(H,16,17)(H,18,19)/t6-,7-,9-/m0/s1
• InChI Key: GTTINBWNPGSJBA-ZKWXMUAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆N₂O₆
• Molecular Weight: 272.25 g/mol
• Exact Mass: 272.10083623 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7843	78.43%
Caco-2	-	0.9383	93.83%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9822	98.22%
BSEP inhibitior	-	0.9646	96.46%
P-glycoprotein inhibitior	-	0.9450	94.50%
P-glycoprotein substrate	-	0.8288	82.88%
CYP3A4 substrate	-	0.5665	56.65%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	-	0.7949	79.49%
CYP3A4 inhibition	-	0.7641	76.41%
CYP2C9 inhibition	-	0.9371	93.71%
CYP2C19 inhibition	-	0.9250	92.50%
CYP2D6 inhibition	-	0.9208	92.08%
CYP1A2 inhibition	-	0.8853	88.53%
CYP2C8 inhibition	-	0.9588	95.88%
CYP inhibitory promiscuity	-	0.9723	97.23%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.6888	68.88%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9830	98.30%
Skin irritation	-	0.8484	84.84%
Skin corrosion	-	0.8498	84.98%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7921	79.21%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9565	95.65%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.7000	70.00%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6585	65.85%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	-	0.7568	75.68%
Androgen receptor binding	-	0.8733	87.33%
Thyroid receptor binding	-	0.6062	60.62%
Glucocorticoid receptor binding	+	0.6303	63.03%
Aromatase binding	-	0.7916	79.16%
PPAR gamma	-	0.7158	71.58%
Honey bee toxicity	-	0.9405	94.05%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.9472	94.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.24%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.82%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.06%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	92.98%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	90.81%	83.82%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.90%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	84.67%	89.63%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.42%	89.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.99%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	82.48%	90.20%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.70%	91.11%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.01%	94.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.76%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162995745
• LOTUS: LTS0199425
• wikiData: Q105019419