cyclo[D-Ala-Val-D-Tyr-Gly-aThr-Pro-Met(R-O)-Val]

Details

• Internal ID: 8b128e1a-6d0f-443c-826a-0bf720d2d1d9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,9R,12S,15R,18S,21S,24S)-3-[(1S)-1-hydroxyethyl]-9-[(4-hydroxyphenyl)methyl]-15-methyl-21-[2-[(R)-methylsulfinyl]ethyl]-12,18-di(propan-2-yl)-1,4,7,10,13,16,19,22-octazabicyclo[22.3.0]heptacosane-2,5,8,11,14,17,20,23-octone
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)C(C)C)CCS(=O)C)C(C)O)CC3=CC=C(C=C3)O)C(C)C
• SMILES (Isomeric): C[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)NCC(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)C(C)C)CC[S@](=O)C)[C@H](C)O)CC3=CC=C(C=C3)O)C(C)C
• InChI: InChI=1S/C38H58N8O11S/c1-19(2)29-36(54)40-21(5)32(50)44-30(20(3)4)37(55)42-26(17-23-10-12-24(48)13-11-23)33(51)39-18-28(49)43-31(22(6)47)38(56)46-15-8-9-27(46)35(53)41-25(34(52)45-29)14-16-58(7)57/h10-13,19-22,25-27,29-31,47-48H,8-9,14-18H2,1-7H3,(H,39,51)(H,40,54)(H,41,53)(H,42,55)(H,43,49)(H,44,50)(H,45,52)/t21-,22+,25+,26-,27+,29+,30+,31+,58-/m1/s1
• InChI Key: RQTQLHLAHGKXJH-QPKKOISWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈N₈O₁₁S
• Molecular Weight: 835.00 g/mol
• Exact Mass: 834.39457587 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -2.55
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9070	90.70%
Caco-2	-	0.8724	87.24%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5235	52.35%
OATP2B1 inhibitior	-	0.5759	57.59%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8214	82.14%
P-glycoprotein inhibitior	+	0.7391	73.91%
P-glycoprotein substrate	+	0.8899	88.99%
CYP3A4 substrate	+	0.6857	68.57%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.7721	77.21%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	-	0.8663	86.63%
CYP2C19 inhibition	-	0.8799	87.99%
CYP2D6 inhibition	-	0.8480	84.80%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.6805	68.05%
CYP inhibitory promiscuity	-	0.9919	99.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.6318	63.18%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9156	91.56%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4872	48.72%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5391	53.91%
skin sensitisation	-	0.8529	85.29%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6516	65.16%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	+	0.6238	62.38%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	+	0.5418	54.18%
Aromatase binding	+	0.5963	59.63%
PPAR gamma	+	0.7304	73.04%
Honey bee toxicity	-	0.7719	77.19%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.7394	73.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.71%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.27%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.80%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.96%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.93%	91.11%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	95.89%	96.69%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.57%	90.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.35%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.25%	95.89%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	94.18%	99.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	92.91%	97.05%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	92.31%	82.38%
CHEMBL5203	P33316	dUTP pyrophosphatase	92.30%	99.18%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.82%	93.10%
CHEMBL3524	P56524	Histone deacetylase 4	91.45%	92.97%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.76%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.72%	95.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.65%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.95%	93.40%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.50%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL4616	Q92847	Ghrelin receptor	87.27%	92.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.65%	91.03%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.84%	88.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.27%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.61%	100.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	83.44%	91.76%
CHEMBL4071	P08311	Cathepsin G	83.24%	94.64%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.26%	97.14%
CHEMBL4447	Q9Y337	Kallikrein 5	81.50%	87.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.09%	93.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.87%	92.88%
CHEMBL4208	P20618	Proteasome component C5	80.68%	90.00%
CHEMBL4461	Q9NTG7	NAD-dependent deacetylase sirtuin 3	80.43%	94.36%

Plants that contains it

• Annona glabra

Cross-Links

• PubChem: 162950529
• LOTUS: LTS0165565
• wikiData: Q105243582