Darlucin B

Details

• Internal ID: a0e55d35-1d23-4f4d-ad9b-0e2526e0f80a
• Taxonomy: Benzenoids > Phenol ethers > Anisoles
• IUPAC Name: 4-[2,3-diisocyano-4-(4-methoxyphenyl)but-2-enyl]-4-hydroxycyclohexan-1-one
• InChI: InChI=1S/C19H20N2O3/c1-20-17(12-14-4-6-16(24-3)7-5-14)18(21-2)13-19(23)10-8-15(22)9-11-19/h4-7,23H,8-13H2,3H3
• InChI Key: CRGFGBGZXAOUCP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂O₃
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.14739250 g/mol
• Topological Polar Surface Area (TPSA): 55.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.5887	58.87%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.9046	90.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8695	86.95%
P-glycoprotein inhibitior	-	0.8318	83.18%
P-glycoprotein substrate	-	0.8540	85.40%
CYP3A4 substrate	+	0.5731	57.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7946	79.46%
CYP3A4 inhibition	-	0.7202	72.02%
CYP2C9 inhibition	-	0.7272	72.72%
CYP2C19 inhibition	-	0.6487	64.87%
CYP2D6 inhibition	-	0.8527	85.27%
CYP1A2 inhibition	-	0.7196	71.96%
CYP2C8 inhibition	-	0.8245	82.45%
CYP inhibitory promiscuity	-	0.6337	63.37%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8311	83.11%
Carcinogenicity (trinary)	Non-required	0.5592	55.92%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8611	86.11%
Skin irritation	-	0.7635	76.35%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8966	89.66%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5381	53.81%
skin sensitisation	-	0.8512	85.12%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5725	57.25%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7062	70.62%
Acute Oral Toxicity (c)	III	0.6205	62.05%
Estrogen receptor binding	+	0.8709	87.09%
Androgen receptor binding	+	0.6123	61.23%
Thyroid receptor binding	+	0.7713	77.13%
Glucocorticoid receptor binding	+	0.6722	67.22%
Aromatase binding	+	0.8269	82.69%
PPAR gamma	+	0.7153	71.53%
Honey bee toxicity	-	0.8722	87.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7691	76.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL4208	P20618	Proteasome component C5	92.22%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.62%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.23%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.75%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	86.37%	90.17%
CHEMBL1944	P08473	Neprilysin	85.84%	92.63%
CHEMBL3820	P35557	Hexokinase type IV	84.75%	91.96%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.97%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.85%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.71%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584612
• LOTUS: LTS0242755
• wikiData: Q77372338