(2S)-2-[[(5S,8S)-8-[[(2S,3R)-1-[(2S)-2-aminopropanoyl]-3-hydroxypyrrolidine-2-carbonyl]amino]-14,16-dihydroxy-7,11-dioxo-10-oxa-3-thia-6-azabicyclo[10.4.0]hexadeca-1(12),13,15-triene-5-carbonyl]amino]propanoic acid

Details

• Internal ID: c379ab7c-3145-4860-9cd9-91e1285d59f4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(5S,8S)-8-[[(2S,3R)-1-[(2S)-2-aminopropanoyl]-3-hydroxypyrrolidine-2-carbonyl]amino]-14,16-dihydroxy-7,11-dioxo-10-oxa-3-thia-6-azabicyclo[10.4.0]hexadeca-1(12),13,15-triene-5-carbonyl]amino]propanoic acid
• InChI: InChI=1S/C25H33N5O11S/c1-10(26)23(37)30-4-3-17(32)19(30)22(36)28-15-7-41-25(40)13-5-12(31)6-18(33)14(13)8-42-9-16(29-20(15)34)21(35)27-11(2)24(38)39/h5-6,10-11,15-17,19,31-33H,3-4,7-9,26H2,1-2H3,(H,27,35)(H,28,36)(H,29,34)(H,38,39)/t10-,11-,15-,16+,17+,19-/m0/s1
• InChI Key: FYYGQGDAPAQONZ-PMMNEZAESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃N₅O₁₁S
• Molecular Weight: 611.60 g/mol
• Exact Mass: 611.18972806 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -2.63
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5062	50.62%
Caco-2	-	0.8944	89.44%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.3935	39.35%
OATP2B1 inhibitior	-	0.7147	71.47%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8860	88.60%
BSEP inhibitior	+	0.6932	69.32%
P-glycoprotein inhibitior	+	0.6390	63.90%
P-glycoprotein substrate	+	0.7762	77.62%
CYP3A4 substrate	+	0.6965	69.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8355	83.55%
CYP3A4 inhibition	-	0.9046	90.46%
CYP2C9 inhibition	-	0.8651	86.51%
CYP2C19 inhibition	-	0.8324	83.24%
CYP2D6 inhibition	-	0.8624	86.24%
CYP1A2 inhibition	-	0.8260	82.60%
CYP2C8 inhibition	+	0.5923	59.23%
CYP inhibitory promiscuity	-	0.9150	91.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9347	93.47%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5572	55.72%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6928	69.28%
Acute Oral Toxicity (c)	III	0.5531	55.31%
Estrogen receptor binding	+	0.7274	72.74%
Androgen receptor binding	+	0.7012	70.12%
Thyroid receptor binding	+	0.5520	55.20%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.5731	57.31%
PPAR gamma	+	0.6959	69.59%
Honey bee toxicity	-	0.7714	77.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.5788	57.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.60%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	95.33%	95.58%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.77%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.56%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.76%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.50%	94.45%
CHEMBL236	P41143	Delta opioid receptor	91.62%	99.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.60%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.77%	93.40%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.76%	93.56%
CHEMBL4208	P20618	Proteasome component C5	90.38%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.09%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.69%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.19%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.15%	96.21%
CHEMBL340	P08684	Cytochrome P450 3A4	87.64%	91.19%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.50%	97.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.22%	95.89%
CHEMBL2535	P11166	Glucose transporter	86.18%	98.75%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.16%	98.33%
CHEMBL2093869	P05106	Integrin alpha-IIb/beta-3	85.93%	95.42%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.80%	90.24%
CHEMBL3384	Q16512	Protein kinase N1	84.52%	80.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.12%	93.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.37%	96.47%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.86%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	80.74%	83.82%
CHEMBL5028	O14672	ADAM10	80.66%	97.50%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.47%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101700778
• LOTUS: LTS0061616
• wikiData: Q105004804