cyclo[Ala-Gly-Gly-Leu-Leu-Gly-Ala-Val-Trp]

Details

• Internal ID: 1c03a667-ec7b-474e-87cc-a1e1ac1c1eb4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (3S,6S,9S,12S,18S,21S)-6-(1H-indol-3-ylmethyl)-3,12-dimethyl-18,21-bis(2-methylpropyl)-9-propan-2-yl-1,4,7,10,13,16,19,22,25-nonazacycloheptacosane-2,5,8,11,14,17,20,23,26-nonone
• SMILES (Canonical): CC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NCC(=O)NC(C(=O)NC(C(=O)NCC(=O)N1)CC(C)C)CC(C)C)C)CC2=CNC3=CC=CC=C32)C(C)C
• SMILES (Isomeric): C[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N1)CC(C)C)CC(C)C)C)CC2=CNC3=CC=CC=C32)C(C)C
• InChI: InChI=1S/C40H60N10O9/c1-20(2)13-28-37(56)44-19-32(52)45-24(8)36(55)50-34(22(5)6)40(59)49-30(15-25-16-41-27-12-10-9-11-26(25)27)38(57)46-23(7)35(54)43-17-31(51)42-18-33(53)47-29(14-21(3)4)39(58)48-28/h9-12,16,20-24,28-30,34,41H,13-15,17-19H2,1-8H3,(H,42,51)(H,43,54)(H,44,56)(H,45,52)(H,46,57)(H,47,53)(H,48,58)(H,49,59)(H,50,55)/t23-,24-,28-,29-,30-,34-/m0/s1
• InChI Key: OCSBKZBRSRUKQL-VTSUPZHBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₀N₁₀O₉
• Molecular Weight: 825.00 g/mol
• Exact Mass: 824.45447353 g/mol
• Topological Polar Surface Area (TPSA): 278.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 9
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5782	57.82%
OATP2B1 inhibitior	+	0.7042	70.42%
OATP1B1 inhibitior	+	0.8800	88.00%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.7668	76.68%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.9094	90.94%
P-glycoprotein inhibitior	+	0.7655	76.55%
P-glycoprotein substrate	+	0.8444	84.44%
CYP3A4 substrate	+	0.6631	66.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8112	81.12%
CYP3A4 inhibition	-	0.9105	91.05%
CYP2C9 inhibition	-	0.8004	80.04%
CYP2C19 inhibition	-	0.7037	70.37%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	+	0.4497	44.97%
CYP inhibitory promiscuity	-	0.8479	84.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6500	65.00%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9112	91.12%
Skin irritation	-	0.7853	78.53%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7784	77.84%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5791	57.91%
skin sensitisation	-	0.8918	89.18%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6394	63.94%
Acute Oral Toxicity (c)	III	0.6296	62.96%
Estrogen receptor binding	+	0.7993	79.93%
Androgen receptor binding	+	0.6883	68.83%
Thyroid receptor binding	+	0.5817	58.17%
Glucocorticoid receptor binding	+	0.6475	64.75%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	+	0.7519	75.19%
Honey bee toxicity	-	0.7650	76.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8115	81.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.01%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	97.77%	94.75%
CHEMBL3310	Q96DB2	Histone deacetylase 11	96.96%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.09%	90.08%
CHEMBL4040	P28482	MAP kinase ERK2	96.06%	83.82%
CHEMBL1949	P62937	Cyclophilin A	94.47%	98.57%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.72%	95.56%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.46%	96.31%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.36%	83.10%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.99%	97.64%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.55%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	90.49%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.30%	93.99%
CHEMBL2996	Q05655	Protein kinase C delta	89.48%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.09%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	88.89%	91.49%
CHEMBL228	P31645	Serotonin transporter	88.78%	95.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.71%	97.25%
CHEMBL321	P14780	Matrix metalloproteinase 9	87.41%	92.12%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	86.51%	99.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.36%	85.14%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	85.08%	96.39%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.99%	95.71%
CHEMBL2535	P11166	Glucose transporter	83.72%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.47%	89.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.90%	96.69%
CHEMBL222	P23975	Norepinephrine transporter	80.84%	96.06%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.26%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	80.04%	94.73%

Plants that contains it

• Jatropha podagrica

Cross-Links

• PubChem: 15280590
• LOTUS: LTS0255172
• wikiData: Q105189534