cyclomontanin A

Details

• Internal ID: 1112015e-6d25-4ad2-b75d-fe5dfb735a59
• 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)-3-[(1R)-1-hydroxyethyl]-6-(1H-indol-3-ylmethyl)-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)CC3=CNC4=CC=CC=C43
• 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)CC3=CNC4=CC=CC=C43
• InChI: InChI=1S/C35H49N9O9/c1-17(2)12-23-32(50)42-25(14-27(36)46)31(49)39-18(3)30(48)41-24(13-20-15-37-22-9-6-5-8-21(20)22)33(51)43-29(19(4)45)35(53)44-11-7-10-26(44)34(52)38-16-28(47)40-23/h5-6,8-9,15,17-19,23-26,29,37,45H,7,10-14,16H2,1-4H3,(H2,36,46)(H,38,52)(H,39,49)(H,40,47)(H,41,48)(H,42,50)(H,43,51)/t18-,19+,23-,24-,25-,26-,29-/m0/s1
• InChI Key: BJDACJTXTXRXOB-YOGBPHHOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₉N₉O₉
• Molecular Weight: 739.80 g/mol
• Exact Mass: 739.36532417 g/mol
• Topological Polar Surface Area (TPSA): 274.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -2.42
• H-Bond Acceptor: 9
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

• CHEBI:65706
• cyclo(L-alanyl-L-tryptophyl-L-threonyl-L-prolylglycyl-L-leucyl-L-asparaginyl)
• 2-[(6S,9R,12S,15S,18S,23aS)-18-[(1R)-1-hydroxyethyl]-15-(1H-indol-3-ylmethyl)-12-methyl-6-(2-methylpropyl)-1,4,7,10,13,16,19-heptaoxodocosahydro-1H-pyrrolo[1,2-a][1,4,7,10,13,16,19]heptaazacyclohenicosin-9-yl]acetamide
• CHEMBL443358
• Q27134190

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8824	88.24%
Caco-2	-	0.8898	88.98%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.5011	50.11%
OATP2B1 inhibitior	+	0.5472	54.72%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.8458	84.58%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8256	82.56%
P-glycoprotein inhibitior	+	0.7411	74.11%
P-glycoprotein substrate	+	0.8862	88.62%
CYP3A4 substrate	+	0.7054	70.54%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7950	79.50%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8819	88.19%
CYP2D6 inhibition	-	0.9365	93.65%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	+	0.5545	55.45%
CYP inhibitory promiscuity	-	0.9124	91.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.7885	78.85%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3866	38.66%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6542	65.42%
Acute Oral Toxicity (c)	III	0.5522	55.22%
Estrogen receptor binding	+	0.7761	77.61%
Androgen receptor binding	-	0.5321	53.21%
Thyroid receptor binding	+	0.5817	58.17%
Glucocorticoid receptor binding	+	0.5883	58.83%
Aromatase binding	+	0.6242	62.42%
PPAR gamma	+	0.7571	75.71%
Honey bee toxicity	-	0.8116	81.16%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	-	0.4815	48.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.63%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.08%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.57%	85.14%
CHEMBL333	P08253	Matrix metalloproteinase-2	97.46%	96.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.99%	95.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	95.51%	83.10%
CHEMBL4040	P28482	MAP kinase ERK2	95.51%	83.82%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.71%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.02%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.92%	90.08%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.71%	88.56%
CHEMBL228	P31645	Serotonin transporter	91.42%	95.51%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.96%	95.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	90.79%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.59%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.14%	97.25%
CHEMBL2443	P49862	Kallikrein 7	89.00%	94.00%
CHEMBL4071	P08311	Cathepsin G	88.73%	94.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.73%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.78%	93.03%
CHEMBL3524	P56524	Histone deacetylase 4	86.78%	92.97%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.49%	94.45%
CHEMBL321	P14780	Matrix metalloproteinase 9	84.58%	92.12%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	84.34%	96.11%
CHEMBL4073	P09237	Matrix metalloproteinase 7	83.90%	97.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.97%	96.47%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	82.92%	91.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.93%	99.23%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.89%	95.00%
CHEMBL1902	P62942	FK506-binding protein 1A	81.86%	97.05%
CHEMBL2535	P11166	Glucose transporter	81.43%	98.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.40%	99.18%
CHEMBL3384	Q16512	Protein kinase N1	81.33%	80.71%
CHEMBL1949	P62937	Cyclophilin A	81.15%	98.57%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.13%	95.71%
CHEMBL4208	P20618	Proteasome component C5	81.07%	90.00%

Plants that contains it

• Annona montana

Cross-Links

• PubChem: 25018458
• LOTUS: LTS0147004
• wikiData: Q27134190