N-methylwelwitindolinone D isonitrile

Details

• Internal ID: 06d5494e-a422-4a1e-8107-5d9b50d9b3c6
• IUPAC Name: (1S,3S,4R,6S,7S)-6-ethenyl-7-isocyano-2,2,6,13-tetramethyl-17-oxa-13-azapentacyclo[6.6.1.11,4.13,7.012,15]heptadeca-8(15),9,11-triene-5,14,16-trione
• SMILES (Canonical): CC1(C2C3C(=O)C(C(C2=O)(C4=C5C1(O3)C(=O)N(C5=CC=C4)C)[N+]#[C-])(C)C=C)C
• SMILES (Isomeric): C[C@]1(C(=O)[C@H]2[C@H]3C(=O)[C@@]1(C4=C5C(=CC=C4)N(C(=O)[C@@]5(C3(C)C)O2)C)[N+]#[C-])C=C
• InChI: InChI=1S/C22H20N2O4/c1-7-20(4)17(26)15-14-16(25)21(20,23-5)11-9-8-10-12-13(11)22(28-15,19(14,2)3)18(27)24(12)6/h7-10,14-15H,1H2,2-4,6H3/t14-,15+,20+,21+,22-/m0/s1
• InChI Key: UIYNCSYDIUPTBP-VQKSPFJLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀N₂O₄
• Molecular Weight: 376.40 g/mol
• Exact Mass: 376.14230712 g/mol
• Topological Polar Surface Area (TPSA): 68.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• DTXSID501334704

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7558	75.58%
Caco-2	-	0.5891	58.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4947	49.47%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8775	87.75%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7723	77.23%
P-glycoprotein inhibitior	-	0.5995	59.95%
P-glycoprotein substrate	-	0.6684	66.84%
CYP3A4 substrate	+	0.6403	64.03%
CYP2C9 substrate	-	0.5986	59.86%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.6513	65.13%
CYP2C9 inhibition	-	0.6525	65.25%
CYP2C19 inhibition	-	0.6652	66.52%
CYP2D6 inhibition	-	0.8633	86.33%
CYP1A2 inhibition	-	0.7065	70.65%
CYP2C8 inhibition	-	0.6164	61.64%
CYP inhibitory promiscuity	-	0.7931	79.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.4468	44.68%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9672	96.72%
Skin irritation	-	0.7941	79.41%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6142	61.42%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5320	53.20%
Acute Oral Toxicity (c)	III	0.6625	66.25%
Estrogen receptor binding	+	0.5521	55.21%
Androgen receptor binding	+	0.6947	69.47%
Thyroid receptor binding	+	0.6121	61.21%
Glucocorticoid receptor binding	+	0.6016	60.16%
Aromatase binding	+	0.5816	58.16%
PPAR gamma	+	0.6811	68.11%
Honey bee toxicity	-	0.7932	79.32%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9613	96.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.87%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.04%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.20%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.92%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.70%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.49%	100.00%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	82.22%	81.29%
CHEMBL3401	O75469	Pregnane X receptor	81.53%	94.73%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.97%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53261448
• LOTUS: LTS0222316
• wikiData: Q75057170