Haterumaimide G

Details

• Internal ID: 1c2e5e2c-3646-411c-a5f0-42ac8b1b3113
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Pyrrolidones > Pyrrolidine-2-ones
• IUPAC Name: (3R)-3-[(1S)-2-[(1S,4aS,7S,8aR)-7-chloro-5,5,8a-trimethyl-2-methylidene-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione
• InChI: InChI=1S/C20H28ClNO4/c1-10-5-15(24)17-19(2,3)8-11(21)9-20(17,4)13(10)7-14(23)12-6-16(25)22-18(12)26/h11-14,17,23H,1,5-9H2,2-4H3,(H,22,25,26)/t11-,12+,13-,14-,17-,20+/m0/s1
• InChI Key: NWRSNRSZAJAFCO-KHVISUPTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈ClNO₄
• Molecular Weight: 381.90 g/mol
• Exact Mass: 381.1706861 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL518723

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.7038	70.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5875	58.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8531	85.31%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6175	61.75%
P-glycoprotein inhibitior	-	0.6954	69.54%
P-glycoprotein substrate	-	0.5140	51.40%
CYP3A4 substrate	+	0.6383	63.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.7913	79.13%
CYP2C9 inhibition	-	0.7019	70.19%
CYP2C19 inhibition	-	0.6204	62.04%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.7948	79.48%
CYP2C8 inhibition	-	0.6867	68.67%
CYP inhibitory promiscuity	+	0.6438	64.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4363	43.63%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9779	97.79%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4470	44.70%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5825	58.25%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5586	55.86%
Acute Oral Toxicity (c)	III	0.4461	44.61%
Estrogen receptor binding	+	0.7127	71.27%
Androgen receptor binding	+	0.7064	70.64%
Thyroid receptor binding	+	0.7120	71.20%
Glucocorticoid receptor binding	+	0.8131	81.31%
Aromatase binding	+	0.5861	58.61%
PPAR gamma	-	0.4866	48.66%
Honey bee toxicity	-	0.7094	70.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5852	58.52%
Fish aquatic toxicity	+	0.9932	99.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.84%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.23%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.69%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.57%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.16%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.49%	89.34%
CHEMBL222	P23975	Norepinephrine transporter	82.73%	96.06%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.42%	97.09%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.98%	97.56%
CHEMBL255	P29275	Adenosine A2b receptor	81.76%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.39%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10937812
• LOTUS: LTS0112674
• wikiData: Q105186780