(2S,3S,4S,5R,6S)-6-[4-[(R)-[(3S)-3-[[2-[4-[(3R)-3-amino-3-carboxypropoxy]phenyl]-2-hydroxyacetyl]amino]-3-formamido-2-oxoazetidin-1-yl]-carboxymethyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 77961bba-f81c-4d00-9455-8449e280c507
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[4-[(R)-[(3S)-3-[[2-[4-[(3R)-3-amino-3-carboxypropoxy]phenyl]-2-hydroxyacetyl]amino]-3-formamido-2-oxoazetidin-1-yl]-carboxymethyl]phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): C1C(C(=O)N1C(C2=CC=C(C=C2)OC3C(C(C(C(O3)C(=O)O)O)O)O)C(=O)O)(NC=O)NC(=O)C(C4=CC=C(C=C4)OCCC(C(=O)O)N)O
• SMILES (Isomeric): C1[C@](C(=O)N1[C@H](C2=CC=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)C(=O)O)(NC=O)NC(=O)C(C4=CC=C(C=C4)OCC[C@H](C(=O)O)N)O
• InChI: InChI=1S/C30H34N4O16/c31-17(25(41)42)9-10-48-15-5-3-14(4-6-15)19(36)24(40)33-30(32-12-35)11-34(29(30)47)18(26(43)44)13-1-7-16(8-2-13)49-28-22(39)20(37)21(38)23(50-28)27(45)46/h1-8,12,17-23,28,36-39H,9-11,31H2,(H,32,35)(H,33,40)(H,41,42)(H,43,44)(H,45,46)/t17-,18-,19?,20+,21+,22-,23+,28-,30+/m1/s1
• InChI Key: HRGDBBMLDRNUJF-NLHSHBLTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₄N₄O₁₆
• Molecular Weight: 706.60 g/mol
• Exact Mass: 706.19698101 g/mol
• Topological Polar Surface Area (TPSA): 325.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -3.60
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9229	92.29%
Caco-2	-	0.8759	87.59%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Nucleus	0.3773	37.73%
OATP2B1 inhibitior	-	0.5673	56.73%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9567	95.67%
BSEP inhibitior	+	0.5946	59.46%
P-glycoprotein inhibitior	+	0.7187	71.87%
P-glycoprotein substrate	+	0.5465	54.65%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8232	82.32%
CYP3A4 inhibition	-	0.8374	83.74%
CYP2C9 inhibition	-	0.8288	82.88%
CYP2C19 inhibition	-	0.7927	79.27%
CYP2D6 inhibition	-	0.8284	82.84%
CYP1A2 inhibition	-	0.8922	89.22%
CYP2C8 inhibition	+	0.5920	59.20%
CYP inhibitory promiscuity	-	0.9490	94.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6181	61.81%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9131	91.31%
Skin irritation	-	0.7609	76.09%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3866	38.66%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6390	63.90%
skin sensitisation	-	0.8519	85.19%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9307	93.07%
Acute Oral Toxicity (c)	III	0.5784	57.84%
Estrogen receptor binding	+	0.7529	75.29%
Androgen receptor binding	+	0.7858	78.58%
Thyroid receptor binding	+	0.5505	55.05%
Glucocorticoid receptor binding	+	0.6105	61.05%
Aromatase binding	-	0.5066	50.66%
PPAR gamma	+	0.6645	66.45%
Honey bee toxicity	-	0.8008	80.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.7902	79.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.62%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.23%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.95%	99.17%
CHEMBL4208	P20618	Proteasome component C5	94.77%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.08%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	92.07%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.01%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.36%	94.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.60%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.41%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.61%	89.00%
CHEMBL3891	P07384	Calpain 1	85.42%	93.04%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.30%	93.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.30%	86.33%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.15%	89.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.57%	91.07%
CHEMBL4330	Q9NS75	Cysteinyl leukotriene receptor 2	82.10%	98.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.08%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	81.82%	95.93%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.04%	94.97%
CHEMBL3401	O75469	Pregnane X receptor	80.96%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.55%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	80.18%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101284887
• LOTUS: LTS0260800
• wikiData: Q105032643