(Z)-11-[hydroxy-[(5S)-6-[(2R,3S)-1-[[(3R)-1-hydroxy-2-oxoazepan-3-yl]amino]-2-methyl-1-oxopentan-3-yl]oxy-5-[[(4R,5S)-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]-6-oxohexyl]amino]-11-oxoundec-9-enoic acid

Details

• Internal ID: 18c4d99f-ca14-46e8-926e-bbcf84d446d4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (Z)-11-[hydroxy-[(5S)-6-[(2R,3S)-1-[[(3R)-1-hydroxy-2-oxoazepan-3-yl]amino]-2-methyl-1-oxopentan-3-yl]oxy-5-[[(4R,5S)-2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carbonyl]amino]-6-oxohexyl]amino]-11-oxoundec-9-enoic acid
• SMILES (Canonical): CCC(C(C)C(=O)NC1CCCCN(C1=O)O)OC(=O)C(CCCCN(C(=O)C=CCCCCCCCC(=O)O)O)NC(=O)C2C(OC(=N2)C3=CC=CC=C3O)C
• SMILES (Isomeric): CC[C@@H]([C@@H](C)C(=O)N[C@@H]1CCCCN(C1=O)O)OC(=O)[C@H](CCCCN(C(=O)/C=C\CCCCCCCC(=O)O)O)NC(=O)[C@H]2[C@@H](OC(=N2)C3=CC=CC=C3O)C
• InChI: InChI=1S/C40H59N5O12/c1-4-32(26(2)36(50)41-29-19-14-17-25-45(55)39(29)52)57-40(53)30(42-37(51)35-27(3)56-38(43-35)28-18-12-13-21-31(28)46)20-15-16-24-44(54)33(47)22-10-8-6-5-7-9-11-23-34(48)49/h10,12-13,18,21-22,26-27,29-30,32,35,46,54-55H,4-9,11,14-17,19-20,23-25H2,1-3H3,(H,41,50)(H,42,51)(H,48,49)/b22-10-/t26-,27+,29-,30+,32+,35-/m1/s1
• InChI Key: GBGPUWKHRHOTOT-UKRSLEDNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₉N₅O₁₂
• Molecular Weight: 801.90 g/mol
• Exact Mass: 801.41602233 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8093	80.93%
Caco-2	-	0.8596	85.96%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5293	52.93%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.8055	80.55%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7811	78.11%
BSEP inhibitior	+	0.9450	94.50%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	+	0.7901	79.01%
CYP3A4 substrate	+	0.7475	74.75%
CYP2C9 substrate	+	0.5913	59.13%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	+	0.8177	81.77%
CYP2C9 inhibition	-	0.7448	74.48%
CYP2C19 inhibition	-	0.7072	70.72%
CYP2D6 inhibition	-	0.8454	84.54%
CYP1A2 inhibition	-	0.8057	80.57%
CYP2C8 inhibition	+	0.7054	70.54%
CYP inhibitory promiscuity	-	0.6504	65.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5556	55.56%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9216	92.16%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3702	37.02%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5796	57.96%
skin sensitisation	-	0.8333	83.33%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7268	72.68%
Acute Oral Toxicity (c)	III	0.5997	59.97%
Estrogen receptor binding	+	0.8364	83.64%
Androgen receptor binding	+	0.7696	76.96%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	+	0.6888	68.88%
Aromatase binding	+	0.6144	61.44%
PPAR gamma	+	0.7476	74.76%
Honey bee toxicity	-	0.7502	75.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9679	96.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.08%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.05%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.87%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	97.37%	93.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	95.46%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.61%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.49%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.74%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.50%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	91.40%	90.17%
CHEMBL5028	O14672	ADAM10	91.20%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.93%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.51%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	89.01%	97.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.69%	97.09%
CHEMBL2514	O95665	Neurotensin receptor 2	85.41%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.40%	95.89%
CHEMBL321	P14780	Matrix metalloproteinase 9	85.34%	92.12%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.78%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.60%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.53%	97.14%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.94%	91.81%
CHEMBL5255	O00206	Toll-like receptor 4	82.80%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.49%	93.03%
CHEMBL3401	O75469	Pregnane X receptor	82.03%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.00%	99.15%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.45%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194996
• LOTUS: LTS0149994
• wikiData: Q105005849