(1S,4S,10S,15S,18S)-1-amino-4-[(2S)-butan-2-yl]-15-(2-methylbut-3-en-2-yloxymethyl)-18-(2-methylpropyl)-20-thia-3,6,11,14,17,22-hexazatricyclo[17.2.1.06,10]docos-19(22)-ene-2,5,13,16-tetrone

Details

• Internal ID: 27adf0bf-ea49-4d6b-abb7-fa52c5ac8d0d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (1S,4S,10S,15S,18S)-1-amino-4-[(2S)-butan-2-yl]-15-(2-methylbut-3-en-2-yloxymethyl)-18-(2-methylpropyl)-20-thia-3,6,11,14,17,22-hexazatricyclo[17.2.1.06,10]docos-19(22)-ene-2,5,13,16-tetrone
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2NCC(=O)NC(C(=O)NC(C3=NC(CS3)(C(=O)N1)N)CC(C)C)COC(C)(C)C=C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2NCC(=O)N[C@H](C(=O)N[C@H](C3=N[C@](CS3)(C(=O)N1)N)CC(C)C)COC(C)(C)C=C
• InChI: InChI=1S/C29H49N7O5S/c1-8-18(5)23-26(39)36-12-10-11-21(36)31-14-22(37)32-20(15-41-28(6,7)9-2)24(38)33-19(13-17(3)4)25-35-29(30,16-42-25)27(40)34-23/h9,17-21,23,31H,2,8,10-16,30H2,1,3-7H3,(H,32,37)(H,33,38)(H,34,40)/t18-,19-,20-,21-,23-,29+/m0/s1
• InChI Key: AVOKSPHMIIWBHF-FBGODTLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₉N₇O₅S
• Molecular Weight: 607.80 g/mol
• Exact Mass: 607.35158886 g/mol
• Topological Polar Surface Area (TPSA): 193.00 Ų
• XlogP: 1.70

Synonyms

• (1R,4S,10S,16S,19S)-4-butan-2-yl-16-(2-methylbut-3-en-2-yloxymethyl)-19-(2-methylpropyl)-21-thia-3,6,12,15,18,23-hexazatricyclo(18.2.1.06,10)tricos-20(23)-ene-2,5,11,14,17-pentone
• 177742-52-8
• Keenamide A
• CHEMBL452655

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	99.53%	94.75%
CHEMBL2581	P07339	Cathepsin D	98.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.51%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.32%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.60%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.19%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.36%	90.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.92%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.94%	91.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	90.63%	90.24%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	90.37%	89.34%
CHEMBL3524	P56524	Histone deacetylase 4	90.31%	92.97%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.28%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.03%	86.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.55%	96.90%
CHEMBL5203	P33316	dUTP pyrophosphatase	89.42%	99.18%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.91%	95.69%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.35%	97.64%
CHEMBL228	P31645	Serotonin transporter	87.80%	95.51%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.67%	92.88%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.05%	83.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.02%	93.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.81%	90.93%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	86.72%	99.17%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.40%	98.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.74%	85.14%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.69%	95.34%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.21%	88.56%
CHEMBL4616	Q92847	Ghrelin receptor	84.21%	92.00%
CHEMBL1902	P62942	FK506-binding protein 1A	83.62%	97.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.89%	82.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.79%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.71%	99.23%
CHEMBL220	P22303	Acetylcholinesterase	82.68%	94.45%
CHEMBL4506	Q96EB6	NAD-dependent deacetylase sirtuin 1	82.54%	88.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.26%	93.04%
CHEMBL238	Q01959	Dopamine transporter	81.77%	95.88%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.47%	95.71%
CHEMBL2443	P49862	Kallikrein 7	81.14%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.81%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.57%	98.00%
CHEMBL325	Q13547	Histone deacetylase 1	80.50%	95.92%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.37%	96.47%
CHEMBL230	P35354	Cyclooxygenase-2	80.33%	89.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44584236
• LOTUS: LTS0078473
• wikiData: Q104919686