Chrysogeamide C

Details

• Internal ID: 714c693b-5085-4205-8c09-ad8018bc5dd6
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,9R,12R,19S)-3-benzyl-6-methyl-9,12-bis(2-methylpropyl)-19-[(2S)-octan-2-yl]-1-oxa-4,7,10,13,16-pentazacyclononadecane-2,5,8,11,14,17-hexone
• SMILES (Canonical): CCCCCCC(C)C1CC(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O1)CC2=CC=CC=C2)C)CC(C)C)CC(C)C
• SMILES (Isomeric): CCCCCC[C@H](C)[C@@H]1CC(=O)NCC(=O)N[C@@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O1)CC2=CC=CC=C2)C)CC(C)C)CC(C)C
• InChI: InChI=1S/C37H59N5O7/c1-8-9-10-12-15-25(6)31-21-32(43)38-22-33(44)40-28(18-23(2)3)36(47)41-29(19-24(4)5)35(46)39-26(7)34(45)42-30(37(48)49-31)20-27-16-13-11-14-17-27/h11,13-14,16-17,23-26,28-31H,8-10,12,15,18-22H2,1-7H3,(H,38,43)(H,39,46)(H,40,44)(H,41,47)(H,42,45)/t25-,26-,28+,29+,30-,31-/m0/s1
• InChI Key: BEFYXGMBMJSBNP-VXKOQRHQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₉N₅O₇
• Molecular Weight: 685.90 g/mol
• Exact Mass: 685.44144924 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9476	94.76%
Caco-2	-	0.8333	83.33%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6984	69.84%
OATP2B1 inhibitior	-	0.5664	56.64%
OATP1B1 inhibitior	+	0.8621	86.21%
OATP1B3 inhibitior	+	0.8988	89.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9716	97.16%
P-glycoprotein inhibitior	+	0.8082	80.82%
P-glycoprotein substrate	+	0.8877	88.77%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	+	0.5790	57.90%
CYP2D6 substrate	-	0.8483	84.83%
CYP3A4 inhibition	-	0.5819	58.19%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	-	0.8832	88.32%
CYP2D6 inhibition	-	0.9022	90.22%
CYP1A2 inhibition	-	0.9033	90.33%
CYP2C8 inhibition	+	0.5290	52.90%
CYP inhibitory promiscuity	-	0.9821	98.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9247	92.47%
Skin irritation	-	0.8053	80.53%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6795	67.95%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8740	87.40%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6736	67.36%
Acute Oral Toxicity (c)	III	0.6878	68.78%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.5308	53.08%
Glucocorticoid receptor binding	+	0.7307	73.07%
Aromatase binding	+	0.5923	59.23%
PPAR gamma	+	0.7256	72.56%
Honey bee toxicity	-	0.8408	84.08%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6250	62.50%
Fish aquatic toxicity	+	0.8503	85.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.84%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.55%	97.25%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.26%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.45%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.29%	93.99%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.16%	93.56%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	90.48%	90.24%
CHEMBL221	P23219	Cyclooxygenase-1	90.26%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	90.23%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.84%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.21%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.08%	99.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.85%	97.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.90%	91.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.78%	93.00%
CHEMBL3524	P56524	Histone deacetylase 4	86.62%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.93%	85.94%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.31%	91.81%
CHEMBL1902	P62942	FK506-binding protein 1A	84.30%	97.05%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.55%	95.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.37%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.27%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.54%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.03%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.56%	96.47%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.54%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.43%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.39%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682064
• LOTUS: LTS0265065
• wikiData: Q104932834