cyclo[Ala-Glu(Ph(2-NH2))-Thr-Pro-Gly-Leu-Asn]

Details

• Internal ID: bd259027-6d93-44d3-897c-d9c06deb028e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[(3S,6S,9S,12S,15S,21S)-6-[3-(2-aminophenyl)-3-oxopropyl]-3-[(1R)-1-hydroxyethyl]-9-methyl-15-(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptazabicyclo[19.3.0]tetracosan-12-yl]acetamide
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NCC(=O)NC(C(=O)NC(C(=O)N1)CC(=O)N)CC(C)C)C(C)O)CCC(=O)C3=CC=CC=C3N
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC(=O)N)CC(C)C)[C@@H](C)O)CCC(=O)C3=CC=CC=C3N
• InChI: InChI=1S/C35H51N9O10/c1-17(2)14-23-33(52)42-24(15-27(37)47)32(51)39-18(3)30(49)41-22(11-12-26(46)20-8-5-6-9-21(20)36)31(50)43-29(19(4)45)35(54)44-13-7-10-25(44)34(53)38-16-28(48)40-23/h5-6,8-9,17-19,22-25,29,45H,7,10-16,36H2,1-4H3,(H2,37,47)(H,38,53)(H,39,51)(H,40,48)(H,41,49)(H,42,52)(H,43,50)/t18-,19+,22-,23-,24-,25-,29-/m0/s1
• InChI Key: SBKIOZPHAZNZFI-HWKHYEMRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₁N₉O₁₀
• Molecular Weight: 757.80 g/mol
• Exact Mass: 757.37588886 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -2.90
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7307	73.07%
Caco-2	-	0.8784	87.84%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4660	46.60%
OATP2B1 inhibitior	+	0.5528	55.28%
OATP1B1 inhibitior	+	0.8614	86.14%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6298	62.98%
P-glycoprotein inhibitior	+	0.7556	75.56%
P-glycoprotein substrate	+	0.8903	89.03%
CYP3A4 substrate	+	0.6758	67.58%
CYP2C9 substrate	+	0.6064	60.64%
CYP2D6 substrate	-	0.8146	81.46%
CYP3A4 inhibition	-	0.9688	96.88%
CYP2C9 inhibition	-	0.9265	92.65%
CYP2C19 inhibition	-	0.9052	90.52%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.9534	95.34%
CYP2C8 inhibition	+	0.6135	61.35%
CYP inhibitory promiscuity	-	0.9810	98.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6411	64.11%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9187	91.87%
Skin irritation	-	0.7816	78.16%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5718	57.18%
Acute Oral Toxicity (c)	III	0.5872	58.72%
Estrogen receptor binding	+	0.7753	77.53%
Androgen receptor binding	+	0.5684	56.84%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.5655	56.55%
Aromatase binding	+	0.6448	64.48%
PPAR gamma	+	0.7542	75.42%
Honey bee toxicity	-	0.7809	78.09%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.6521	65.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.27%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.14%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.06%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.90%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	96.76%	83.82%
CHEMBL228	P31645	Serotonin transporter	94.15%	95.51%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.80%	97.09%
CHEMBL220	P22303	Acetylcholinesterase	92.53%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.10%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	91.09%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.85%	95.89%
CHEMBL4071	P08311	Cathepsin G	90.61%	94.64%
CHEMBL2443	P49862	Kallikrein 7	90.45%	94.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.00%	82.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.14%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.13%	97.14%
CHEMBL4208	P20618	Proteasome component C5	86.01%	90.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.27%	96.47%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.23%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.99%	93.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.09%	86.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.54%	99.23%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.30%	95.00%

Plants that contains it

• Annona montana

Cross-Links

• PubChem: 102476301
• LOTUS: LTS0040162
• wikiData: Q105249499