Piricyclamide FAIFLLLP

Details

• Internal ID: 22f886f7-219b-44ca-a4ed-a5e0e341085f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,6S,9S,12S,15S,18S,21S,24S)-12,21-dibenzyl-15-[(2S)-butan-2-yl]-18-methyl-3,6,9-tris(2-methylpropyl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)C)CC3=CC=CC=C3)CC(C)C)CC(C)C)CC(C)C)CC4=CC=CC=C4
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C)CC3=CC=CC=C3)CC(C)C)CC(C)C)CC(C)C)CC4=CC=CC=C4
• InChI: InChI=1S/C50H74N8O8/c1-10-32(8)42-49(65)55-39(28-35-20-15-12-16-21-35)47(63)53-36(24-29(2)3)45(61)52-37(25-30(4)5)46(62)56-40(26-31(6)7)50(66)58-23-17-22-41(58)48(64)54-38(27-34-18-13-11-14-19-34)44(60)51-33(9)43(59)57-42/h11-16,18-21,29-33,36-42H,10,17,22-28H2,1-9H3,(H,51,60)(H,52,61)(H,53,63)(H,54,64)(H,55,65)(H,56,62)(H,57,59)/t32-,33-,36-,37-,38-,39-,40-,41-,42-/m0/s1
• InChI Key: PSONGBSQTWWKPY-RCWXPUQQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₄N₈O₈
• Molecular Weight: 915.20 g/mol
• Exact Mass: 914.56296135 g/mol
• Topological Polar Surface Area (TPSA): 224.00 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 8
• H-Bond Donor: 7
• Rotatable Bonds: 12

Synonyms

• (3S,6S,9S,12S,15S,18S,21S,24S)-12,21-dibenzyl-15-[(2S)-butan-2-yl]-18-methyl-3,6,9-tris(2-methylpropyl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• (3S,6S,9S,12S,15S,18S,21S,24S)-12,21-dibenzyl-15-((2S)-butan-2-yl)-18-methyl-3,6,9-tris(2-methylpropyl)-1,4,7,10,13,16,19,22-octazabicyclo(22.3.0)heptacosane-2,5,8,11,14,17,20,23-octone
• RefChem:174525
• CHEBI:221916
• DTXSID701047610

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9281	92.81%
Caco-2	-	0.8634	86.34%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6564	65.64%
OATP2B1 inhibitior	-	0.5651	56.51%
OATP1B1 inhibitior	+	0.8713	87.13%
OATP1B3 inhibitior	+	0.9334	93.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8314	83.14%
BSEP inhibitior	+	0.9628	96.28%
P-glycoprotein inhibitior	+	0.7724	77.24%
P-glycoprotein substrate	+	0.8286	82.86%
CYP3A4 substrate	+	0.6186	61.86%
CYP2C9 substrate	-	0.6180	61.80%
CYP2D6 substrate	-	0.7959	79.59%
CYP3A4 inhibition	-	0.6905	69.05%
CYP2C9 inhibition	-	0.7034	70.34%
CYP2C19 inhibition	-	0.6931	69.31%
CYP2D6 inhibition	-	0.8988	89.88%
CYP1A2 inhibition	-	0.9500	95.00%
CYP2C8 inhibition	-	0.6432	64.32%
CYP inhibitory promiscuity	-	0.8969	89.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6785	67.85%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.8027	80.27%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7258	72.58%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.9128	91.28%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4777	47.77%
Acute Oral Toxicity (c)	III	0.6998	69.98%
Estrogen receptor binding	+	0.7910	79.10%
Androgen receptor binding	+	0.6195	61.95%
Thyroid receptor binding	+	0.5652	56.52%
Glucocorticoid receptor binding	+	0.6445	64.45%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	+	0.7762	77.62%
Honey bee toxicity	-	0.8593	85.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9786	97.86%

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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.37%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.94%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.42%	95.56%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.29%	96.31%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.99%	82.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.67%	90.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.46%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	91.36%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.86%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	90.61%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.61%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	90.03%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.34%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.86%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.28%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.29%	93.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.03%	99.18%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.95%	92.67%
CHEMBL228	P31645	Serotonin transporter	83.77%	95.51%
CHEMBL4616	Q92847	Ghrelin receptor	83.49%	92.00%
CHEMBL3202	P48147	Prolyl endopeptidase	82.94%	90.65%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.69%	93.03%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.50%	90.93%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.84%	95.48%
CHEMBL1937	Q92769	Histone deacetylase 2	81.63%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.39%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.92%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684885
• LOTUS: LTS0184422
• wikiData: Q104203014