Chaiyaphumine D

Details

• Internal ID: b683c681-f260-40b8-a62f-6dacf6fc6515
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(3R,6R,9S,10R,13S,16S)-6-benzyl-13-(1H-indol-3-ylmethyl)-3,10-dimethyl-2,5,8,12,15-pentaoxo-11-oxa-1,4,7,14-tetrazabicyclo[14.3.0]nonadecan-9-yl]acetamide
• SMILES (Canonical): CC1C(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)O1)CC3=CNC4=CC=CC=C43)C)CC5=CC=CC=C5)NC(=O)C
• SMILES (Isomeric): C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)O1)CC3=CNC4=CC=CC=C43)C)CC5=CC=CC=C5)NC(=O)C
• InChI: InChI=1S/C34H40N6O7/c1-19-33(45)40-15-9-14-28(40)31(43)39-27(17-23-18-35-25-13-8-7-12-24(23)25)34(46)47-20(2)29(37-21(3)41)32(44)38-26(30(42)36-19)16-22-10-5-4-6-11-22/h4-8,10-13,18-20,26-29,35H,9,14-17H2,1-3H3,(H,36,42)(H,37,41)(H,38,44)(H,39,43)/t19-,20-,26-,27+,28+,29+/m1/s1
• InChI Key: IACBOWBNBXRQFN-PKYHHUKHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀N₆O₇
• Molecular Weight: 644.70 g/mol
• Exact Mass: 644.29584764 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5189	51.89%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4704	47.04%
OATP2B1 inhibitior	-	0.5668	56.68%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.8610	86.10%
BSEP inhibitior	+	0.9838	98.38%
P-glycoprotein inhibitior	+	0.8318	83.18%
P-glycoprotein substrate	+	0.8347	83.47%
CYP3A4 substrate	+	0.7055	70.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	+	0.7503	75.03%
CYP2C9 inhibition	-	0.7821	78.21%
CYP2C19 inhibition	-	0.7030	70.30%
CYP2D6 inhibition	-	0.8523	85.23%
CYP1A2 inhibition	-	0.8295	82.95%
CYP2C8 inhibition	+	0.4845	48.45%
CYP inhibitory promiscuity	+	0.5706	57.06%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5878	58.78%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9454	94.54%
Skin irritation	-	0.8140	81.40%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8005	80.05%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5159	51.59%
skin sensitisation	-	0.9085	90.85%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.5594	55.94%
Acute Oral Toxicity (c)	III	0.6481	64.81%
Estrogen receptor binding	+	0.7329	73.29%
Androgen receptor binding	+	0.5423	54.23%
Thyroid receptor binding	+	0.6048	60.48%
Glucocorticoid receptor binding	+	0.7258	72.58%
Aromatase binding	-	0.5275	52.75%
PPAR gamma	+	0.8068	80.68%
Honey bee toxicity	-	0.8155	81.55%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8999	89.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.67%	85.14%
CHEMBL2581	P07339	Cathepsin D	99.39%	98.95%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	98.32%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.02%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL333	P08253	Matrix metalloproteinase-2	93.27%	96.31%
CHEMBL5103	Q969S8	Histone deacetylase 10	91.13%	90.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.29%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.21%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.00%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	88.71%	83.82%
CHEMBL1902	P62942	FK506-binding protein 1A	88.27%	97.05%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.14%	90.71%
CHEMBL255	P29275	Adenosine A2b receptor	86.86%	98.59%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.00%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.95%	88.56%
CHEMBL5805	Q9NR97	Toll-like receptor 8	84.35%	96.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	83.11%	92.97%
CHEMBL4644	P41968	Melanocortin receptor 3	82.85%	99.52%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.78%	95.83%
CHEMBL4531	P17931	Galectin-3	81.85%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.40%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584656
• LOTUS: LTS0145097
• wikiData: Q77373342