Aspidospermidine, 1-acetyl-19,21-epoxy-

Details

• Internal ID: 7bf62d36-c523-40cb-96a0-08ea3e843de5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 1-(17-oxa-5,15-diazahexacyclo[13.4.3.01,16.04,12.06,11.012,16]docosa-6,8,10-trien-5-yl)ethanone
• SMILES (Canonical): CC(=O)N1C2CCC34CCCN5C3(C2(CC5)C6=CC=CC=C61)OCC4
• SMILES (Isomeric): CC(=O)N1C2CCC34CCCN5C3(C2(CC5)C6=CC=CC=C61)OCC4
• InChI: InChI=1S/C21H26N2O2/c1-15(24)23-17-6-3-2-5-16(17)20-10-13-22-12-4-8-19(9-7-18(20)23)11-14-25-21(19,20)22/h2-3,5-6,18H,4,7-14H2,1H3
• InChI Key: APHMCINPFLAAQH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₂
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.199428076 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• APHMCINPFLAAQH-UHFFFAOYSA-N
• Aspidospermidine, 1-acetyl-19,21-epoxy-
• 13a,3a-(Epoxyethano)-1H-indolizino[8,1-cd]carbazole, 6-acetyl-2,3,4,5,5a,6,11,12-octahydro-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.7211	72.11%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6212	62.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5793	57.93%
P-glycoprotein inhibitior	-	0.8471	84.71%
P-glycoprotein substrate	-	0.7146	71.46%
CYP3A4 substrate	+	0.5988	59.88%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.8104	81.04%
CYP3A4 inhibition	+	0.6837	68.37%
CYP2C9 inhibition	-	0.7819	78.19%
CYP2C19 inhibition	-	0.6149	61.49%
CYP2D6 inhibition	-	0.7853	78.53%
CYP1A2 inhibition	-	0.5929	59.29%
CYP2C8 inhibition	-	0.6870	68.70%
CYP inhibitory promiscuity	-	0.5522	55.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6041	60.41%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.8245	82.45%
Skin corrosion	-	0.9081	90.81%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7250	72.50%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8388	83.88%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.5354	53.54%
Estrogen receptor binding	+	0.6870	68.70%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	-	0.5310	53.10%
Aromatase binding	+	0.5368	53.68%
PPAR gamma	+	0.5781	57.81%
Honey bee toxicity	-	0.9461	94.61%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.5370	53.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.75%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.82%	95.56%
CHEMBL5028	O14672	ADAM10	86.94%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.04%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.71%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.21%	96.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.11%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.97%	90.24%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.57%	94.62%

Plants that contains it

• Aspidosperma pyrifolium

Cross-Links

• PubChem: 628300
• LOTUS: LTS0183770
• wikiData: Q104916298