micropeptin SD999

Details

• Internal ID: 27e082fb-e1b4-44d0-baf3-c552b881bbc1
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S)-4-[[(2S,5S,8S,11R,12S,15S,18S,21R)-5-[2-(2-aminophenyl)-2-oxoethyl]-2-[(2S)-butan-2-yl]-15-[3-(diaminomethylideneamino)propyl]-21-hydroxy-4,11-dimethyl-3,6,9,13,16,22-hexaoxo-8-propan-2-yl-10-oxa-1,4,7,14,17-pentazabicyclo[16.3.1]docosan-12-yl]amino]-3-(hexanoylamino)-4-oxobutanoic acid
• SMILES (Canonical): CCCCCC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(N(C(=O)C(N2C(CCC(C2=O)NC(=O)C(NC1=O)CCCN=C(N)N)O)C(C)CC)C)CC(=O)C3=CC=CC=C3N)C(C)C)C
• SMILES (Isomeric): CCCCCC(=O)N[C@@H](CC(=O)O)C(=O)N[C@H]1[C@H](OC(=O)[C@@H](NC(=O)[C@@H](N(C(=O)[C@@H](N2[C@@H](CC[C@@H](C2=O)NC(=O)[C@@H](NC1=O)CCCN=C(N)N)O)[C@@H](C)CC)C)CC(=O)C3=CC=CC=C3N)C(C)C)C
• InChI: InChI=1S/C47H73N11O13/c1-8-10-11-18-34(60)52-31(22-36(62)63)41(65)56-38-26(6)71-46(70)37(24(3)4)55-42(66)32(23-33(59)27-15-12-13-16-28(27)48)57(7)45(69)39(25(5)9-2)58-35(61)20-19-30(44(58)68)54-40(64)29(53-43(38)67)17-14-21-51-47(49)50/h12-13,15-16,24-26,29-32,35,37-39,61H,8-11,14,17-23,48H2,1-7H3,(H,52,60)(H,53,67)(H,54,64)(H,55,66)(H,56,65)(H,62,63)(H4,49,50,51)/t25-,26+,29-,30-,31-,32-,35+,37-,38-,39-/m0/s1
• InChI Key: FJCOMPPQROKFQZ-YRPYEUAVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₃N₁₁O₁₃
• Molecular Weight: 1000.10 g/mol
• Exact Mass: 999.53893143 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): -0.84
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 19

Synonyms

• CHEMBL404063

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6093	60.93%
Caco-2	-	0.8674	86.74%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.4087	40.87%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.7962	79.62%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7587	75.87%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.8799	87.99%
CYP3A4 substrate	+	0.7311	73.11%
CYP2C9 substrate	+	0.6038	60.38%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.8593	85.93%
CYP2C9 inhibition	-	0.8258	82.58%
CYP2C19 inhibition	-	0.7891	78.91%
CYP2D6 inhibition	-	0.8804	88.04%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	+	0.7840	78.40%
CYP inhibitory promiscuity	-	0.9931	99.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.7730	77.30%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.5628	56.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.4678	46.78%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7415	74.15%
Acute Oral Toxicity (c)	III	0.5479	54.79%
Estrogen receptor binding	+	0.7977	79.77%
Androgen receptor binding	+	0.6480	64.80%
Thyroid receptor binding	+	0.5732	57.32%
Glucocorticoid receptor binding	+	0.5385	53.85%
Aromatase binding	+	0.6802	68.02%
PPAR gamma	+	0.7812	78.12%
Honey bee toxicity	-	0.7058	70.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9066	90.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.87%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	99.65%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.31%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.16%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.95%	99.17%
CHEMBL4072	P07858	Cathepsin B	96.48%	93.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	96.37%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	95.83%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.47%	95.56%
CHEMBL3837	P07711	Cathepsin L	93.40%	96.61%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.24%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.76%	93.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.81%	92.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.32%	86.33%
CHEMBL3776	Q14790	Caspase-8	90.62%	97.06%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.93%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.53%	96.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.33%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.48%	97.14%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.92%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.86%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL1949	P62937	Cyclophilin A	86.51%	98.57%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.72%	94.66%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.96%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.84%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.99%	94.73%
CHEMBL5028	O14672	ADAM10	81.92%	97.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.12%	98.33%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.88%	88.42%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.67%	85.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.58%	96.00%
CHEMBL3891	P07384	Calpain 1	80.55%	93.04%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10510202
• LOTUS: LTS0249741
• wikiData: Q104887372