Fuscachelin A

Details

• Internal ID: 622ff0fd-4a12-4262-a742-7d596c69d96f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: N-[(2R)-5-(diaminomethylideneamino)-1-[[2-[[2-[[(3S,9S)-3-[[2-[[2-[[(2R)-5-(diaminomethylideneamino)-2-[(2,3-dihydroxybenzoyl)amino]pentanoyl]amino]acetyl]amino]acetyl]amino]-5-hydroxy-4,10-dioxo-1,5-oxazecan-9-yl]amino]-2-oxoethyl]amino]-2-oxoethyl]amino]-1-oxopentan-2-yl]-2,3-dihydroxybenzamide
• SMILES (Canonical): C1CC(C(=O)OCC(C(=O)N(C1)O)NC(=O)CNC(=O)CNC(=O)C(CCCN=C(N)N)NC(=O)C2=C(C(=CC=C2)O)O)NC(=O)CNC(=O)CNC(=O)C(CCCN=C(N)N)NC(=O)C3=C(C(=CC=C3)O)O
• SMILES (Isomeric): C1C[C@@H](C(=O)OC[C@@H](C(=O)N(C1)O)NC(=O)CNC(=O)CNC(=O)[C@@H](CCCN=C(N)N)NC(=O)C2=C(C(=CC=C2)O)O)NC(=O)CNC(=O)CNC(=O)[C@@H](CCCN=C(N)N)NC(=O)C3=C(C(=CC=C3)O)O
• InChI: InChI=1S/C42H59N15O16/c43-41(44)47-13-3-8-23(55-35(66)21-6-1-11-27(58)33(21)64)37(68)51-16-29(60)49-18-31(62)53-25-10-5-15-57(72)39(70)26(20-73-40(25)71)54-32(63)19-50-30(61)17-52-38(69)24(9-4-14-48-42(45)46)56-36(67)22-7-2-12-28(59)34(22)65/h1-2,6-7,11-12,23-26,58-59,64-65,72H,3-5,8-10,13-20H2,(H,49,60)(H,50,61)(H,51,68)(H,52,69)(H,53,62)(H,54,63)(H,55,66)(H,56,67)(H4,43,44,47)(H4,45,46,48)/t23-,24-,25+,26+/m1/s1
• InChI Key: JCLPEMGCTLBLJE-XPGKHFPBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₉N₁₅O₁₆
• Molecular Weight: 1030.00 g/mol
• Exact Mass: 1029.42642085 g/mol
• Topological Polar Surface Area (TPSA): 509.00 Ų
• XlogP: -4.20
• Atomic LogP (AlogP): -6.50
• H-Bond Acceptor: 18
• H-Bond Donor: 17
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4820	48.20%
Caco-2	-	0.8602	86.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Nucleus	0.4293	42.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8766	87.66%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8149	81.49%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.8331	83.31%
CYP3A4 substrate	+	0.6867	68.67%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	+	0.5669	56.69%
CYP2C9 inhibition	-	0.8197	81.97%
CYP2C19 inhibition	-	0.7911	79.11%
CYP2D6 inhibition	-	0.8835	88.35%
CYP1A2 inhibition	-	0.7605	76.05%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9430	94.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5267	52.67%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.8976	89.76%
Skin irritation	-	0.7513	75.13%
Skin corrosion	-	0.9214	92.14%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4106	41.06%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5412	54.12%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6825	68.25%
Acute Oral Toxicity (c)	III	0.5772	57.72%
Estrogen receptor binding	+	0.7115	71.15%
Androgen receptor binding	+	0.7567	75.67%
Thyroid receptor binding	+	0.6098	60.98%
Glucocorticoid receptor binding	+	0.5901	59.01%
Aromatase binding	+	0.6753	67.53%
PPAR gamma	+	0.7067	70.67%
Honey bee toxicity	-	0.8330	83.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.7117	71.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.52%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.38%	91.11%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	97.46%	96.67%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	95.87%	89.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.98%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.21%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.04%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.09%	99.23%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	90.06%	82.86%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.87%	98.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.07%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.87%	90.71%
CHEMBL3891	P07384	Calpain 1	88.83%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.74%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.59%	93.10%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.21%	90.08%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.07%	96.38%
CHEMBL259	P32245	Melanocortin receptor 4	85.10%	95.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.91%	92.88%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.87%	83.10%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	84.27%	88.42%
CHEMBL4608	P33032	Melanocortin receptor 5	84.07%	97.00%
CHEMBL3384	Q16512	Protein kinase N1	83.75%	80.71%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	83.62%	95.00%
CHEMBL204	P00734	Thrombin	82.63%	96.01%
CHEMBL2514	O95665	Neurotensin receptor 2	82.10%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.95%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.35%	99.17%
CHEMBL4588	P22894	Matrix metalloproteinase 8	81.11%	94.66%
CHEMBL5028	O14672	ADAM10	80.62%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.22%	93.03%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	80.11%	96.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 60166555
• LOTUS: LTS0213697
• wikiData: Q105124941