(8S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl(10-methylundecanoyl)amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-13-oxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid

Details

• Internal ID: 57772d1f-f2d0-4215-b2e2-3980cf533163
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (8S,14S)-3,18-dihydroxy-14-[[2-[[(2R)-2-[[(2R)-3-hydroxy-2-[methyl(10-methylundecanoyl)amino]propanoyl]amino]propanoyl]amino]acetyl]-methylamino]-13-oxo-9,12-diazatricyclo[13.3.1.12,6]icosa-1(18),2,4,6(20),15(19),16-hexaene-8-carboxylic acid
• SMILES (Canonical): CC(C)CCCCCCCCC(=O)N(C)C(CO)C(=O)NC(C)C(=O)NCC(=O)N(C)C1C2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CC(NCCNC1=O)C(=O)O)O
• SMILES (Isomeric): C[C@H](C(=O)NCC(=O)N(C)[C@H]1C2=CC(=C(C=C2)O)C3=C(C=CC(=C3)C[C@H](NCCNC1=O)C(=O)O)O)NC(=O)[C@@H](CO)N(C)C(=O)CCCCCCCCC(C)C
• InChI: InChI=1S/C41H60N6O10/c1-25(2)12-10-8-6-7-9-11-13-35(51)46(4)32(24-48)39(54)45-26(3)38(53)44-23-36(52)47(5)37-28-15-17-34(50)30(22-28)29-20-27(14-16-33(29)49)21-31(41(56)57)42-18-19-43-40(37)55/h14-17,20,22,25-26,31-32,37,42,48-50H,6-13,18-19,21,23-24H2,1-5H3,(H,43,55)(H,44,53)(H,45,54)(H,56,57)/t26-,31+,32-,37+/m1/s1
• InChI Key: ROVOPUDSNMRCEN-PWSFCJRZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₀N₆O₁₀
• Molecular Weight: 796.90 g/mol
• Exact Mass: 796.43709213 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6004	60.04%
Caco-2	-	0.8616	86.16%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4598	45.98%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9055	90.55%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8402	84.02%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8357	83.57%
CYP3A4 substrate	+	0.7046	70.46%
CYP2C9 substrate	-	0.7880	78.80%
CYP2D6 substrate	-	0.7935	79.35%
CYP3A4 inhibition	-	0.6517	65.17%
CYP2C9 inhibition	-	0.8792	87.92%
CYP2C19 inhibition	-	0.8477	84.77%
CYP2D6 inhibition	-	0.9090	90.90%
CYP1A2 inhibition	-	0.9415	94.15%
CYP2C8 inhibition	+	0.5438	54.38%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.7919	79.19%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3905	39.05%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6519	65.19%
skin sensitisation	-	0.8951	89.51%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6401	64.01%
Acute Oral Toxicity (c)	III	0.6546	65.46%
Estrogen receptor binding	+	0.8520	85.20%
Androgen receptor binding	+	0.8000	80.00%
Thyroid receptor binding	+	0.5665	56.65%
Glucocorticoid receptor binding	+	0.6327	63.27%
Aromatase binding	+	0.5803	58.03%
PPAR gamma	+	0.7445	74.45%
Honey bee toxicity	-	0.7865	78.65%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6445	64.45%
Fish aquatic toxicity	+	0.9153	91.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.93%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.79%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.86%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.25%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.11%	96.38%
CHEMBL3524	P56524	Histone deacetylase 4	95.90%	92.97%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.33%	90.71%
CHEMBL236	P41143	Delta opioid receptor	95.30%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.74%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.20%	93.56%
CHEMBL220	P22303	Acetylcholinesterase	93.25%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.22%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.18%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	90.88%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.85%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.41%	95.56%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.71%	85.49%
CHEMBL2996	Q05655	Protein kinase C delta	88.28%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	87.35%	91.19%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	87.10%	85.11%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.80%	89.67%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.80%	90.08%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.65%	95.83%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.53%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.38%	90.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.70%	94.66%
CHEMBL2514	O95665	Neurotensin receptor 2	83.88%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.93%	98.05%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.30%	93.03%
CHEMBL5028	O14672	ADAM10	80.67%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.50%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162875782
• LOTUS: LTS0105500
• wikiData: Q105242494