Phakellistatin 13

Details

• Internal ID: f4d8e669-8514-4051-b29b-8304037fb8f4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (6S,9S,15S,18S,21S,24S)-6-benzyl-21-[(1R)-1-hydroxyethyl]-15-(1H-indol-3-ylmethyl)-18-(2-methylpropyl)-1,4,7,13,16,19,22-heptazatricyclo[22.3.0.09,13]heptacosane-2,5,8,14,17,20,23-heptone
• SMILES (Canonical): CC(C)CC1C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NCC(=O)N3CCCC3C(=O)NC(C(=O)N1)C(C)O)CC4=CC=CC=C4)CC5=CNC6=CC=CC=C65
• SMILES (Isomeric): C[C@H]([C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)NCC(=O)N3CCC[C@H]3C(=O)N1)CC4=CC=CC=C4)CC5=CNC6=CC=CC=C65)CC(C)C)O
• InChI: InChI=1S/C42H54N8O8/c1-24(2)19-30-38(54)47-32(21-27-22-43-29-14-8-7-13-28(27)29)42(58)50-18-10-16-34(50)39(55)45-31(20-26-11-5-4-6-12-26)37(53)44-23-35(52)49-17-9-15-33(49)40(56)48-36(25(3)51)41(57)46-30/h4-8,11-14,22,24-25,30-34,36,43,51H,9-10,15-21,23H2,1-3H3,(H,44,53)(H,45,55)(H,46,57)(H,47,54)(H,48,56)/t25-,30+,31+,32+,33+,34+,36+/m1/s1
• InChI Key: GCYCNNNVEBIXIM-SKOSDCFOSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₄N₈O₈
• Molecular Weight: 798.90 g/mol
• Exact Mass: 798.40646071 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 0.43
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• CHEMBL510827
• CHEBI:181743
• DTXSID901045610
• Q15425278
• (6S,9S,15S,18S,21S,24S)-6-benzyl-21-[(1R)-1-hydroxyethyl]-15-(1H-indol-3-ylmethyl)-18-(2-methylpropyl)-1,4,7,13,16,19,22-heptazatricyclo[22.3.0.09,13]heptacosane-2,5,8,14,17,20,23-heptone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8740	87.40%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6669	66.69%
OATP2B1 inhibitior	+	0.5539	55.39%
OATP1B1 inhibitior	+	0.8844	88.44%
OATP1B3 inhibitior	+	0.9272	92.72%
MATE1 inhibitior	-	0.8868	88.68%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9653	96.53%
P-glycoprotein inhibitior	+	0.7693	76.93%
P-glycoprotein substrate	+	0.8462	84.62%
CYP3A4 substrate	+	0.7127	71.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7769	77.69%
CYP3A4 inhibition	-	0.7700	77.00%
CYP2C9 inhibition	-	0.8226	82.26%
CYP2C19 inhibition	-	0.8095	80.95%
CYP2D6 inhibition	-	0.9190	91.90%
CYP1A2 inhibition	-	0.9385	93.85%
CYP2C8 inhibition	+	0.4637	46.37%
CYP inhibitory promiscuity	-	0.7715	77.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9255	92.55%
Skin irritation	-	0.7982	79.82%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7131	71.31%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5682	56.82%
skin sensitisation	-	0.9072	90.72%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7715	77.15%
Acute Oral Toxicity (c)	III	0.6137	61.37%
Estrogen receptor binding	+	0.8194	81.94%
Androgen receptor binding	+	0.6183	61.83%
Thyroid receptor binding	+	0.5887	58.87%
Glucocorticoid receptor binding	+	0.6014	60.14%
Aromatase binding	+	0.6088	60.88%
PPAR gamma	+	0.7799	77.99%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7080	70.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.23%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL333	P08253	Matrix metalloproteinase-2	98.54%	96.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.60%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.29%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.49%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	94.57%	92.97%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.89%	88.56%
CHEMBL321	P14780	Matrix metalloproteinase 9	91.98%	92.12%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	91.77%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.39%	95.89%
CHEMBL5203	P33316	dUTP pyrophosphatase	90.65%	99.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.53%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	89.43%	97.05%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.25%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.86%	93.03%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.83%	82.38%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.72%	90.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.67%	92.62%
CHEMBL228	P31645	Serotonin transporter	86.11%	95.51%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	84.49%	92.67%
CHEMBL3202	P48147	Prolyl endopeptidase	83.73%	90.65%
CHEMBL4071	P08311	Cathepsin G	83.62%	94.64%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.45%	91.76%
CHEMBL221	P23219	Cyclooxygenase-1	82.97%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	81.24%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.36%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11125657
• LOTUS: LTS0088043
• wikiData: Q15425278