Aselacin A

Details

• Internal ID: fc609fcd-f253-4a72-bc8c-4168ca88e737
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2R)-N-[(6R,9R,16S,17R)-6-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-17-methyl-2,5,8,11,15-pentaoxo-1-oxa-4,7,10,14-tetrazacycloheptadec-16-yl]-2-[[(10E,12E)-9-hydroxyoctadeca-10,12-dienoyl]amino]pentanediamide
• SMILES (Canonical): CCCCCC=CC=CC(CCCCCCCC(=O)NC(CCC(=O)N)C(=O)NC1C(OC(=O)CNC(=O)C(NC(=O)C(NC(=O)CCNC1=O)CC2=CNC3=CC=CC=C32)CO)C)O
• SMILES (Isomeric): CCCCC/C=C/C=C/C(CCCCCCCC(=O)N[C@H](CCC(=O)N)C(=O)N[C@H]1[C@H](OC(=O)CNC(=O)[C@H](NC(=O)[C@H](NC(=O)CCNC1=O)CC2=CNC3=CC=CC=C32)CO)C)O
• InChI: InChI=1S/C46H68N8O11/c1-3-4-5-6-7-9-12-17-32(56)18-13-10-8-11-14-21-39(58)51-35(22-23-38(47)57)44(62)54-42-30(2)65-41(60)28-50-43(61)37(29-55)53-45(63)36(52-40(59)24-25-48-46(42)64)26-31-27-49-34-20-16-15-19-33(31)34/h7,9,12,15-17,19-20,27,30,32,35-37,42,49,55-56H,3-6,8,10-11,13-14,18,21-26,28-29H2,1-2H3,(H2,47,57)(H,48,64)(H,50,61)(H,51,58)(H,52,59)(H,53,63)(H,54,62)/b9-7+,17-12+/t30-,32?,35-,36-,37-,42+/m1/s1
• InChI Key: AYUIKFCHOSVYEV-YMZRBSATSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₈N₈O₁₁
• Molecular Weight: 909.10 g/mol
• Exact Mass: 908.50075501 g/mol
• Topological Polar Surface Area (TPSA): 300.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 11
• H-Bond Donor: 10
• Rotatable Bonds: 23

Synonyms

• (2R)-N-[(6R,9R,16S,17R)-6-(hydroxymethyl)-9-(1H-indol-3-ylmethyl)-17-methyl-2,5,8,11,15-pentaoxo-1-oxa-4,7,10,14-tetrazacycloheptadec-16-yl]-2-[[(10E,12E)-9-hydroxyoctadeca-10,12-dienoyl]amino]pentanediamide

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9001	90.01%
Caco-2	-	0.8650	86.50%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.3253	32.53%
OATP2B1 inhibitior	-	0.5754	57.54%
OATP1B1 inhibitior	+	0.8161	81.61%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.8239	82.39%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9630	96.30%
P-glycoprotein inhibitior	+	0.7482	74.82%
P-glycoprotein substrate	+	0.8482	84.82%
CYP3A4 substrate	+	0.7349	73.49%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.7801	78.01%
CYP2C9 inhibition	-	0.9298	92.98%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	+	0.7612	76.12%
CYP inhibitory promiscuity	-	0.9069	90.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.7727	77.27%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6598	65.98%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8705	87.05%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7113	71.13%
Acute Oral Toxicity (c)	III	0.6033	60.33%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.6288	62.88%
Thyroid receptor binding	+	0.5387	53.87%
Glucocorticoid receptor binding	-	0.5164	51.64%
Aromatase binding	+	0.5990	59.90%
PPAR gamma	+	0.7268	72.68%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6433	64.33%
Fish aquatic toxicity	+	0.9097	90.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.25%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.86%	99.17%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	98.36%	91.81%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	96.24%	92.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.07%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.01%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.80%	93.99%
CHEMBL230	P35354	Cyclooxygenase-2	94.73%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.37%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.16%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.78%	88.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.67%	83.82%
CHEMBL4608	P33032	Melanocortin receptor 5	91.48%	97.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.39%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.63%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.60%	97.64%
CHEMBL259	P32245	Melanocortin receptor 4	90.60%	95.38%
CHEMBL4644	P41968	Melanocortin receptor 3	90.35%	99.52%
CHEMBL255	P29275	Adenosine A2b receptor	88.82%	98.59%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.27%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.14%	94.66%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.47%	95.83%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.92%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.80%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.45%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.17%	83.10%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.88%	96.90%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	85.16%	96.00%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	84.76%	95.20%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.36%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.11%	92.88%
CHEMBL3401	O75469	Pregnane X receptor	83.19%	94.73%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.36%	82.69%
CHEMBL299	P17252	Protein kinase C alpha	81.68%	98.03%
CHEMBL3891	P07384	Calpain 1	81.29%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	80.88%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.39%	95.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.27%	83.00%
CHEMBL1781	P11387	DNA topoisomerase I	80.25%	97.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9854356
• LOTUS: LTS0216614
• wikiData: Q77500222