Anabaenopeptilide 90A

Details

• Internal ID: d77d1b8c-d12a-49e5-bdce-9b36e52a6fa1
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[8-butan-2-yl-21-hydroxy-2-(1-hydroxyethyl)-15-[2-(4-hydroxyphenyl)ethyl]-5-[(4-methoxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-formamidopentanediamide
• SMILES (Canonical): CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC=C(C=C3)OC)C)C(C)O)O)CCC4=CC=C(C=C4)O)NC(=O)C(CCC(=O)N)NC=O)C
• SMILES (Isomeric): CCC(C)C1C(=O)OC(C(C(=O)NC(C(=O)NC2CCC(N(C2=O)C(C(=O)N(C(C(=O)N1)CC3=CC=C(C=C3)OC)C)C(C)O)O)CCC4=CC=C(C=C4)O)NC(=O)C(CCC(=O)N)NC=O)C
• InChI: InChI=1S/C46H64N8O14/c1-7-24(2)37-46(66)68-26(4)38(52-40(60)31(48-23-55)18-20-35(47)58)43(63)49-32(17-12-27-8-13-29(57)14-9-27)41(61)50-33-19-21-36(59)54(44(33)64)39(25(3)56)45(65)53(5)34(42(62)51-37)22-28-10-15-30(67-6)16-11-28/h8-11,13-16,23-26,31-34,36-39,56-57,59H,7,12,17-22H2,1-6H3,(H2,47,58)(H,48,55)(H,49,63)(H,50,61)(H,51,62)(H,52,60)
• InChI Key: OWICVIMBSMKDHR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₄N₈O₁₄
• Molecular Weight: 953.00 g/mol
• Exact Mass: 952.45419875 g/mol
• Topological Polar Surface Area (TPSA): 325.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 16

Synonyms

• CHEBI:80026
• DTXSID501047383
• Q27149170
• N-[8-butan-2-yl-21-hydroxy-2-(1-hydroxyethyl)-15-[2-(4-hydroxyphenyl)ethyl]-5-[(4-methoxyphenyl)methyl]-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]-2-formamidopentanediamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6659	66.59%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.3616	36.16%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.8031	80.31%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.9140	91.40%
BSEP inhibitior	+	0.7790	77.90%
P-glycoprotein inhibitior	+	0.7483	74.83%
P-glycoprotein substrate	+	0.8827	88.27%
CYP3A4 substrate	+	0.7417	74.17%
CYP2C9 substrate	-	0.6140	61.40%
CYP2D6 substrate	-	0.8201	82.01%
CYP3A4 inhibition	-	0.6964	69.64%
CYP2C9 inhibition	-	0.9051	90.51%
CYP2C19 inhibition	-	0.8633	86.33%
CYP2D6 inhibition	-	0.8380	83.80%
CYP1A2 inhibition	-	0.9019	90.19%
CYP2C8 inhibition	+	0.7869	78.69%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5999	59.99%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9051	90.51%
Skin irritation	-	0.7959	79.59%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	-	0.5408	54.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.6618	66.18%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8812	88.12%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.8202	82.02%
Androgen receptor binding	+	0.7130	71.30%
Thyroid receptor binding	+	0.6000	60.00%
Glucocorticoid receptor binding	+	0.6221	62.21%
Aromatase binding	+	0.6162	61.62%
PPAR gamma	+	0.7985	79.85%
Honey bee toxicity	-	0.6781	67.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7421	74.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.64%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.60%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.71%	94.45%
CHEMBL3837	P07711	Cathepsin L	97.26%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.97%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.81%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.44%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.90%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.85%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.05%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.07%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.42%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	91.76%	95.93%
CHEMBL4040	P28482	MAP kinase ERK2	91.74%	83.82%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	90.23%	97.33%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.87%	94.66%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.69%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.79%	85.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.10%	100.00%
CHEMBL4072	P07858	Cathepsin B	87.07%	93.67%
CHEMBL3437	Q16853	Amine oxidase, copper containing	86.65%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.20%	91.19%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.54%	85.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.03%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.98%	97.64%
CHEMBL1949	P62937	Cyclophilin A	83.43%	98.57%
CHEMBL1801	P00747	Plasminogen	83.34%	92.44%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.11%	95.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.08%	90.95%
CHEMBL255	P29275	Adenosine A2b receptor	82.99%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.10%	90.08%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	80.07%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23724540
• LOTUS: LTS0235584
• wikiData: Q27149170