Jahnellamide B

Details

• Internal ID: c2a23bbf-3ac4-4a3b-aa0b-7cdf0d3662b6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[(3S,7R,10Z,13R,17S,20S)-7-(3-amino-3-oxopropyl)-13-[3-(2-hydroxyethylamino)-3-oxopropyl]-10-(1H-indol-3-ylmethylidene)-17-(2-methylsulfanylethyl)-2,6,9,12,15,16,19-heptaoxo-1,5,8,11,14,18-hexazabicyclo[18.3.0]tricosan-3-yl]benzamide
• SMILES (Canonical): CSCCC1C(=O)C(=O)NC(C(=O)NC(=CC2=CNC3=CC=CC=C32)C(=O)NC(C(=O)NCC(C(=O)N4CCCC4C(=O)N1)NC(=O)C5=CC=CC=C5)CCC(=O)N)CCC(=O)NCCO
• SMILES (Isomeric): CSCC[C@H]1C(=O)C(=O)N[C@@H](C(=O)N/C(=C\C2=CNC3=CC=CC=C32)/C(=O)N[C@@H](C(=O)NC[C@@H](C(=O)N4CCC[C@H]4C(=O)N1)NC(=O)C5=CC=CC=C5)CCC(=O)N)CCC(=O)NCCO
• InChI: InChI=1S/C44H54N10O11S/c1-66-21-17-29-37(58)43(64)51-31(14-16-36(57)46-18-20-55)40(61)52-32(22-26-23-47-28-11-6-5-10-27(26)28)41(62)50-30(13-15-35(45)56)39(60)48-24-33(53-38(59)25-8-3-2-4-9-25)44(65)54-19-7-12-34(54)42(63)49-29/h2-6,8-11,22-23,29-31,33-34,47,55H,7,12-21,24H2,1H3,(H2,45,56)(H,46,57)(H,48,60)(H,49,63)(H,50,62)(H,51,64)(H,52,61)(H,53,59)/b32-22-/t29-,30+,31+,33-,34-/m0/s1
• InChI Key: XRQGNCFQZRALAT-UTYSYDMGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₄N₁₀O₁₁S
• Molecular Weight: 931.00 g/mol
• Exact Mass: 930.36942375 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 12
• H-Bond Donor: 10
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9069	90.69%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.3852	38.52%
OATP2B1 inhibitior	-	0.5804	58.04%
OATP1B1 inhibitior	+	0.8115	81.15%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8009	80.09%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9722	97.22%
P-glycoprotein inhibitior	+	0.7628	76.28%
P-glycoprotein substrate	+	0.8536	85.36%
CYP3A4 substrate	+	0.7310	73.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8410	84.10%
CYP3A4 inhibition	-	0.8793	87.93%
CYP2C9 inhibition	-	0.8279	82.79%
CYP2C19 inhibition	-	0.8534	85.34%
CYP2D6 inhibition	-	0.8896	88.96%
CYP1A2 inhibition	-	0.9022	90.22%
CYP2C8 inhibition	+	0.8056	80.56%
CYP inhibitory promiscuity	-	0.8971	89.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.7530	75.30%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6626	66.26%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5090	50.90%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5199	51.99%
Acute Oral Toxicity (c)	III	0.6019	60.19%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.6922	69.22%
Thyroid receptor binding	+	0.5889	58.89%
Glucocorticoid receptor binding	+	0.5567	55.67%
Aromatase binding	+	0.6123	61.23%
PPAR gamma	+	0.7451	74.51%
Honey bee toxicity	-	0.7054	70.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.8202	82.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.39%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.60%	99.23%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	95.10%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.37%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.88%	95.56%
CHEMBL228	P31645	Serotonin transporter	93.87%	95.51%
CHEMBL221	P23219	Cyclooxygenase-1	93.67%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.01%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.00%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.30%	89.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	90.68%	96.31%
CHEMBL3384	Q16512	Protein kinase N1	90.48%	80.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.02%	94.45%
CHEMBL204	P00734	Thrombin	89.82%	96.01%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.53%	95.83%
CHEMBL3310	Q96DB2	Histone deacetylase 11	88.66%	88.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.46%	93.03%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	86.76%	98.24%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.35%	94.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.14%	93.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.67%	89.62%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	85.37%	88.42%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.03%	97.64%
CHEMBL1902	P62942	FK506-binding protein 1A	84.82%	97.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.25%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.67%	82.38%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.94%	90.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587038
• LOTUS: LTS0055438
• wikiData: Q77520103