Hoiamide A

Details

• Internal ID: 294781b8-34d1-460a-8716-be27aebee9d8
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (5R,9S,12S,13S,14R,17S,20S,23R,24S,25S)-12-[(2S)-butan-2-yl]-13-hydroxy-20-[(1R)-1-hydroxyethyl]-23-[(2S,3S,4R)-3-hydroxy-4-methylheptan-2-yl]-25-methoxy-5,9,14,24-tetramethyl-17-propan-2-yl-16,22-dioxa-3,7,28-trithia-11,19,30,31,32-pentazatetracyclo[25.2.1.12,5.16,9]dotriaconta-1(29),2(32),6(31),27(30)-tetraene-10,15,18,21-tetrone
• SMILES (Canonical): CCCC(C)C(C(C)C1C(C(CC2=NC(=CS2)C3=NC(CS3)(C4=NC(CS4)(C(=O)NC(C(C(C(=O)OC(C(=O)NC(C(=O)O1)C(C)O)C(C)C)C)O)C(C)CC)C)C)OC)C)O
• SMILES (Isomeric): CCC[C@@H](C)[C@@H]([C@H](C)[C@@H]1[C@H]([C@H](CC2=NC(=CS2)C3=N[C@](CS3)(C4=N[C@](CS4)(C(=O)N[C@H]([C@H]([C@H](C(=O)O[C@H](C(=O)N[C@H](C(=O)O1)[C@@H](C)O)C(C)C)C)O)[C@@H](C)CC)C)C)OC)C)O
• InChI: InChI=1S/C44H71N5O10S3/c1-14-16-23(6)33(51)25(8)36-24(7)29(57-13)17-30-45-28(18-60-30)38-48-44(12,20-61-38)42-49-43(11,19-62-42)41(56)47-31(22(5)15-2)34(52)26(9)39(54)58-35(21(3)4)37(53)46-32(27(10)50)40(55)59-36/h18,21-27,29,31-36,50-52H,14-17,19-20H2,1-13H3,(H,46,53)(H,47,56)/t22-,23+,24-,25-,26+,27+,29-,31-,32-,33-,34-,35-,36-,43+,44+/m0/s1
• InChI Key: AJORQYDPWJZVAU-KCIYAEAGSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₁N₅O₁₀S₃
• Molecular Weight: 926.30 g/mol
• Exact Mass: 925.43630700 g/mol
• Topological Polar Surface Area (TPSA): 297.00 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 4.81
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

• CHEMBL1215858
• DTXSID201046398
• 1256101-69-5

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5847	58.47%
Caco-2	-	0.8623	86.23%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4282	42.82%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8245	82.45%
OATP1B3 inhibitior	+	0.9250	92.50%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8710	87.10%
P-glycoprotein inhibitior	+	0.7463	74.63%
P-glycoprotein substrate	+	0.8177	81.77%
CYP3A4 substrate	+	0.7266	72.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8493	84.93%
CYP3A4 inhibition	-	0.8315	83.15%
CYP2C9 inhibition	-	0.7645	76.45%
CYP2C19 inhibition	-	0.7245	72.45%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.7880	78.80%
CYP2C8 inhibition	+	0.7453	74.53%
CYP inhibitory promiscuity	-	0.8796	87.96%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5844	58.44%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9059	90.59%
Skin irritation	-	0.7634	76.34%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4511	45.11%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8130	81.30%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4927	49.27%
Acute Oral Toxicity (c)	III	0.5809	58.09%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.7172	71.72%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	+	0.7834	78.34%
Aromatase binding	+	0.6906	69.06%
PPAR gamma	+	0.8005	80.05%
Honey bee toxicity	-	0.6612	66.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8440	84.40%

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	99.07%	96.09%
CHEMBL4072	P07858	Cathepsin B	98.02%	93.67%
CHEMBL221	P23219	Cyclooxygenase-1	97.99%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.52%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.84%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.06%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	94.49%	94.75%
CHEMBL2581	P07339	Cathepsin D	94.11%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.22%	91.24%
CHEMBL230	P35354	Cyclooxygenase-2	92.08%	89.63%
CHEMBL2996	Q05655	Protein kinase C delta	91.97%	97.79%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.80%	93.03%
CHEMBL3310	Q96DB2	Histone deacetylase 11	90.82%	88.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.99%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.88%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.84%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.18%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	88.80%	92.68%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.39%	96.90%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.29%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.16%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.55%	95.56%
CHEMBL1949	P62937	Cyclophilin A	84.81%	98.57%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.75%	96.38%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	83.58%	95.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.29%	96.21%
CHEMBL2535	P11166	Glucose transporter	83.15%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.15%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.93%	95.93%
CHEMBL202	P00374	Dihydrofolate reductase	81.55%	89.92%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.73%	92.88%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 49864267
• LOTUS: LTS0212699
• wikiData: Q77310123