Nostophycin

Details

• Internal ID: 0e9010e6-6c84-46ae-bf78-eb0115654f85
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: 3-[(3R,6S,9S,18R,21S,22R,25S)-6-benzyl-3-[(2R)-butan-2-yl]-21-hydroxy-22-[(2R)-2-hydroxy-5-phenylpentyl]-2,5,8,14,17,20,24-heptaoxo-1,4,7,13,16,19,23-heptazatricyclo[23.3.0.09,13]octacosan-18-yl]propanamide
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)NC(C(C(=O)NC(C(=O)NCC(=O)N3CCCC3C(=O)NC(C(=O)N1)CC4=CC=CC=C4)CCC(=O)N)O)CC(CCCC5=CC=CC=C5)O
• SMILES (Isomeric): CC[C@@H](C)[C@@H]1C(=O)N2CCC[C@H]2C(=O)N[C@@H]([C@@H](C(=O)N[C@@H](C(=O)NCC(=O)N3CCC[C@H]3C(=O)N[C@H](C(=O)N1)CC4=CC=CC=C4)CCC(=O)N)O)C[C@@H](CCCC5=CC=CC=C5)O
• InChI: InChI=1S/C46H64N8O10/c1-3-28(2)39-46(64)54-24-12-20-36(54)44(62)50-33(26-31(55)18-10-17-29-13-6-4-7-14-29)40(58)45(63)49-32(21-22-37(47)56)41(59)48-27-38(57)53-23-11-19-35(53)43(61)51-34(42(60)52-39)25-30-15-8-5-9-16-30/h4-9,13-16,28,31-36,39-40,55,58H,3,10-12,17-27H2,1-2H3,(H2,47,56)(H,48,59)(H,49,63)(H,50,62)(H,51,61)(H,52,60)/t28-,31-,32-,33-,34+,35+,36+,39-,40+/m1/s1
• InChI Key: UQSINWJOXDSXPH-XHECVERBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₆₄N₈O₁₀
• Molecular Weight: 889.00 g/mol
• Exact Mass: 888.47454027 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 10
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

• DTXSID401334763

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7376	73.76%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4641	46.41%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8468	84.68%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8090	80.90%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.8851	88.51%
CYP3A4 substrate	+	0.7156	71.56%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.7806	78.06%
CYP3A4 inhibition	-	0.8746	87.46%
CYP2C9 inhibition	-	0.8765	87.65%
CYP2C19 inhibition	-	0.8417	84.17%
CYP2D6 inhibition	-	0.8992	89.92%
CYP1A2 inhibition	-	0.9597	95.97%
CYP2C8 inhibition	+	0.6225	62.25%
CYP inhibitory promiscuity	-	0.9581	95.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6494	64.94%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9102	91.02%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6512	65.12%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.5181	51.81%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7545	75.45%
Acute Oral Toxicity (c)	III	0.5981	59.81%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.7062	70.62%
Thyroid receptor binding	+	0.5620	56.20%
Glucocorticoid receptor binding	+	0.5733	57.33%
Aromatase binding	+	0.5699	56.99%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.7697	76.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.6927	69.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.89%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.74%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.31%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.67%	94.45%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.40%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL1902	P62942	FK506-binding protein 1A	94.37%	97.05%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.29%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.17%	95.89%
CHEMBL4071	P08311	Cathepsin G	93.93%	94.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.95%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.81%	93.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.65%	94.66%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.33%	91.11%
CHEMBL333	P08253	Matrix metalloproteinase-2	91.22%	96.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	90.70%	82.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.55%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.24%	96.47%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.61%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.45%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.74%	93.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.25%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.50%	99.18%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.97%	90.08%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.51%	98.33%
CHEMBL4616	Q92847	Ghrelin receptor	85.47%	92.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.36%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.20%	82.69%
CHEMBL220	P22303	Acetylcholinesterase	82.03%	94.45%
CHEMBL4447	Q9Y337	Kallikrein 5	81.61%	87.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.47%	93.56%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	80.44%	96.03%

Plants that contains it

• Neurolaena lobata

Cross-Links

• PubChem: 10724374
• NPASS: NPC68352
• LOTUS: LTS0177173
• wikiData: Q77573952