Stereocalpin A

Details

• Internal ID: 19a6951f-1275-46b6-9541-f51b43b82ffe
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S,6S,9R,11S,12S)-3,6-dibenzyl-4,9,11-trimethyl-12-propyl-1-oxa-4,7-diazacyclododecane-2,5,8,10-tetrone
• InChI: InChI=1S/C29H36N2O5/c1-5-12-25-19(2)26(32)20(3)27(33)30-23(17-21-13-8-6-9-14-21)28(34)31(4)24(29(35)36-25)18-22-15-10-7-11-16-22/h6-11,13-16,19-20,23-25H,5,12,17-18H2,1-4H3,(H,30,33)/t19-,20+,23-,24-,25-/m0/s1
• InChI Key: PKKZNSZCFXCHRE-TYCVKICSSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆N₂O₅
• Molecular Weight: 492.60 g/mol
• Exact Mass: 492.26242225 g/mol
• Topological Polar Surface Area (TPSA): 92.80 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.35
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• (3S,6S,9R,11S,12S)-3,6-dibenzyl-4,9,11-trimethyl-12-propyl-1-oxa-4,7-diazacyclododecane-2,5,8,10-tetrone
• RefChem:185637
• CHEBI:200195

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9343	93.43%
Caco-2	+	0.6011	60.11%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.4376	43.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8409	84.09%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6739	67.39%
BSEP inhibitior	+	0.9394	93.94%
P-glycoprotein inhibitior	+	0.9441	94.41%
P-glycoprotein substrate	+	0.6478	64.78%
CYP3A4 substrate	+	0.5789	57.89%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8391	83.91%
CYP3A4 inhibition	+	0.7315	73.15%
CYP2C9 inhibition	-	0.7958	79.58%
CYP2C19 inhibition	-	0.6822	68.22%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	-	0.7918	79.18%
CYP2C8 inhibition	-	0.6833	68.33%
CYP inhibitory promiscuity	-	0.7833	78.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5917	59.17%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9353	93.53%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8649	86.49%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8337	83.37%
Nephrotoxicity	-	0.6180	61.80%
Acute Oral Toxicity (c)	III	0.7137	71.37%
Estrogen receptor binding	+	0.5345	53.45%
Androgen receptor binding	+	0.6944	69.44%
Thyroid receptor binding	-	0.5191	51.91%
Glucocorticoid receptor binding	+	0.6791	67.91%
Aromatase binding	-	0.6869	68.69%
PPAR gamma	+	0.5754	57.54%
Honey bee toxicity	-	0.8781	87.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7711	77.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.16%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.80%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.59%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	91.25%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	86.23%	98.59%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.94%	82.38%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.08%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.04%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.67%	93.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.17%	92.08%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.09%	96.25%

Plants that contains it

• Helleborus niger

Cross-Links

• PubChem: 24777590
• NPASS: NPC263185
• LOTUS: LTS0151819
• wikiData: Q75069637