Paenilarvin B

Details

• Internal ID: bed744fc-4882-4554-8d64-05b53a9335f5
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 2-[(3S,6R,9R,12S,16S,19S,22R,25R)-6,19,22-tris(2-amino-2-oxoethyl)-3-(3-amino-3-oxopropyl)-9-[(4-hydroxyphenyl)methyl]-16-(11-methyltridecyl)-2,5,8,11,14,18,21,24-octaoxo-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosan-12-yl]acetic acid
• SMILES (Canonical): CCC(C)CCCCCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)CC(=O)N)CC(=O)N)CCC(=O)N)CC(=O)N)CC3=CC=C(C=C3)O)CC(=O)O
• SMILES (Isomeric): CCC(C)CCCCCCCCCC[C@H]1CC(=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)CC(=O)N)CC(=O)N)CCC(=O)N)CC(=O)N)CC3=CC=C(C=C3)O)CC(=O)O
• InChI: InChI=1S/C52H80N12O15/c1-3-29(2)13-10-8-6-4-5-7-9-11-14-31-24-44(70)58-38(28-45(71)72)50(77)60-34(23-30-16-18-32(65)19-17-30)47(74)62-36(26-42(55)68)48(75)59-33(20-21-40(53)66)52(79)64-22-12-15-39(64)51(78)63-37(27-43(56)69)49(76)61-35(25-41(54)67)46(73)57-31/h16-19,29,31,33-39,65H,3-15,20-28H2,1-2H3,(H2,53,66)(H2,54,67)(H2,55,68)(H2,56,69)(H,57,73)(H,58,70)(H,59,75)(H,60,77)(H,61,76)(H,62,74)(H,63,78)(H,71,72)/t29?,31-,33-,34+,35-,36+,37+,38-,39+/m0/s1
• InChI Key: KJDSWTGPGYBHSG-HXRQOFQASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₀N₁₂O₁₅
• Molecular Weight: 1113.30 g/mol
• Exact Mass: 1112.58660989 g/mol
• Topological Polar Surface Area (TPSA): 454.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.96
• H-Bond Acceptor: 14
• H-Bond Donor: 13
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7100	71.00%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5533	55.33%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8999	89.99%
P-glycoprotein inhibitior	+	0.7434	74.34%
P-glycoprotein substrate	+	0.8731	87.31%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	+	0.8080	80.80%
CYP2D6 substrate	-	0.8300	83.00%
CYP3A4 inhibition	-	0.9542	95.42%
CYP2C9 inhibition	-	0.9387	93.87%
CYP2C19 inhibition	-	0.8867	88.67%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	-	0.9242	92.42%
CYP2C8 inhibition	+	0.6750	67.50%
CYP inhibitory promiscuity	-	0.9570	95.70%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6755	67.55%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.8000	80.00%
Skin corrosion	-	0.9350	93.50%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6474	64.74%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5106	51.06%
skin sensitisation	-	0.8805	88.05%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7860	78.60%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	+	0.6717	67.17%
Thyroid receptor binding	-	0.5202	52.02%
Glucocorticoid receptor binding	-	0.4943	49.43%
Aromatase binding	+	0.6510	65.10%
PPAR gamma	+	0.7080	70.80%
Honey bee toxicity	-	0.8691	86.91%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9170	91.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.84%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	97.53%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.29%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.79%	90.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.92%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.87%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.68%	90.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.41%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.39%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.34%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.40%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	89.81%	92.97%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.21%	99.17%
CHEMBL206	P03372	Estrogen receptor alpha	88.10%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.07%	97.25%
CHEMBL2514	O95665	Neurotensin receptor 2	87.02%	100.00%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	85.17%	94.01%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.47%	97.29%
CHEMBL1902	P62942	FK506-binding protein 1A	84.01%	97.05%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.89%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.79%	85.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.11%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.77%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.08%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.44%	93.56%
CHEMBL217	P14416	Dopamine D2 receptor	80.80%	95.62%
CHEMBL236	P41143	Delta opioid receptor	80.17%	99.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588780
• LOTUS: LTS0188667
• wikiData: Q105141797