Canucin A

Details

• Internal ID: f349e28b-ebc8-4ae5-b9c8-6a0140181823
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(2S,3S)-2-[[(2S)-2-[[(2S)-2-[[(3S,9S,16R,19R,22S,25S)-3-benzyl-19-methyl-22-(2-methylpropyl)-2,5,8,11,14,18,21,24-octaoxo-9-propan-2-yl-1,4,7,10,13,17,20,23-octazabicyclo[23.3.0]octacosane-16-carbonyl]amino]-3-phenylpropanoyl]amino]-3-phenylpropanoyl]amino]-3-methylpentanoyl]amino]-3-(1H-imidazol-4-yl)propanoyl]amino]-3-phenylpropanoyl]amino]-3-hydroxybutanedioic acid
• SMILES (Canonical): CCC(C)C(C(=O)NC(CC1=CNC=N1)C(=O)NC(CC2=CC=CC=C2)C(=O)NC(C(C(=O)O)O)C(=O)O)NC(=O)C(CC3=CC=CC=C3)NC(=O)C(CC4=CC=CC=C4)NC(=O)C5CC(=O)NCC(=O)NC(C(=O)NCC(=O)NC(C(=O)N6CCCC6C(=O)NC(C(=O)NC(C(=O)N5)C)CC(C)C)CC7=CC=CC=C7)C(C)C
• SMILES (Isomeric): CC[C@H](C)[C@@H](C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H]([C@@H](C(=O)O)O)C(=O)O)NC(=O)[C@H](CC3=CC=CC=C3)NC(=O)[C@H](CC4=CC=CC=C4)NC(=O)[C@H]5CC(=O)NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N6CCC[C@H]6C(=O)N[C@H](C(=O)N[C@@H](C(=O)N5)C)CC(C)C)CC7=CC=CC=C7)C(C)C
• InChI: InChI=1S/C79H102N16O19/c1-8-45(6)64(76(109)91-56(37-51-39-80-42-83-51)70(103)89-55(35-49-26-17-11-18-27-49)73(106)94-65(78(111)112)66(99)79(113)114)93-72(105)54(34-48-24-15-10-16-25-48)88-69(102)53(33-47-22-13-9-14-23-47)87-71(104)57-38-60(96)81-40-62(98)92-63(44(4)5)75(108)82-41-61(97)85-58(36-50-28-19-12-20-29-50)77(110)95-31-21-30-59(95)74(107)90-52(32-43(2)3)68(101)84-46(7)67(100)86-57/h9-20,22-29,39,42-46,52-59,63-66,99H,8,21,30-38,40-41H2,1-7H3,(H,80,83)(H,81,96)(H,82,108)(H,84,101)(H,85,97)(H,86,100)(H,87,104)(H,88,102)(H,89,103)(H,90,107)(H,91,109)(H,92,98)(H,93,105)(H,94,106)(H,111,112)(H,113,114)/t45-,46+,52-,53-,54-,55-,56-,57+,58-,59-,63-,64-,65-,66-/m0/s1
• InChI Key: LMLVQFIPOUUKJQ-XBVPPFJUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₉H₁₀₂N₁₆O₁₉
• Molecular Weight: 1579.70 g/mol
• Exact Mass: 1578.75071509 g/mol
• Topological Polar Surface Area (TPSA): 522.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): -1.82
• H-Bond Acceptor: 18
• H-Bond Donor: 17
• Rotatable Bonds: 30

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7258	72.58%
Caco-2	-	0.8674	86.74%
Blood Brain Barrier	-	0.9500	95.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4991	49.91%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9692	96.92%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.8842	88.42%
CYP3A4 substrate	+	0.7500	75.00%
CYP2C9 substrate	+	0.6083	60.83%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.8666	86.66%
CYP2C9 inhibition	-	0.8300	83.00%
CYP2C19 inhibition	-	0.8217	82.17%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.9104	91.04%
CYP2C8 inhibition	+	0.8038	80.38%
CYP inhibitory promiscuity	-	0.8635	86.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6067	60.67%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8956	89.56%
Skin irritation	-	0.7927	79.27%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7171	71.71%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8972	89.72%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6321	63.21%
Acute Oral Toxicity (c)	III	0.5962	59.62%
Estrogen receptor binding	+	0.5389	53.89%
Androgen receptor binding	+	0.7143	71.43%
Thyroid receptor binding	+	0.7580	75.80%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.7800	78.00%
PPAR gamma	+	0.7188	71.88%
Honey bee toxicity	-	0.6932	69.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7976	79.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.99%	98.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.60%	97.64%
CHEMBL333	P08253	Matrix metalloproteinase-2	99.11%	96.31%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.04%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.91%	96.09%
CHEMBL3837	P07711	Cathepsin L	98.75%	96.61%
CHEMBL3524	P56524	Histone deacetylase 4	98.26%	92.97%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.75%	90.08%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	95.09%	98.33%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	94.97%	98.24%
CHEMBL2094135	Q96BI3	Gamma-secretase	94.42%	98.05%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	94.36%	90.24%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	93.80%	88.42%
CHEMBL3202	P48147	Prolyl endopeptidase	93.70%	90.65%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.36%	82.38%
CHEMBL3310	Q96DB2	Histone deacetylase 11	92.71%	88.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.26%	91.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.33%	93.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.29%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.84%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.21%	99.23%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.42%	96.90%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	87.29%	95.00%
CHEMBL2514	O95665	Neurotensin receptor 2	87.27%	100.00%
CHEMBL4447	Q9Y337	Kallikrein 5	87.06%	87.50%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.96%	91.43%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.05%	93.03%
CHEMBL5203	P33316	dUTP pyrophosphatase	85.81%	99.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.77%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.63%	97.23%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.48%	94.66%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.06%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.94%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.44%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.23%	90.00%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.64%	91.81%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.92%	95.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.52%	96.39%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	81.88%	97.43%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	81.74%	94.36%
CHEMBL4644	P41968	Melanocortin receptor 3	81.72%	99.52%
CHEMBL4801	P29466	Caspase-1	80.82%	96.85%
CHEMBL221	P23219	Cyclooxygenase-1	80.45%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683563
• LOTUS: LTS0223903
• wikiData: Q105154046