Chrysosporazine A

Details

• Internal ID: 0a7b8433-e780-432d-9f2b-b8e9c16e32ab
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: (11S,11aS)-2-acetyl-11-(7-methoxy-1,3-benzodioxol-5-yl)-11,11a-dihydro-1H-pyrazino[1,2-b]isoquinolin-6-one
• InChI: InChI=1S/C22H20N2O5/c1-13(25)23-7-8-24-17(11-23)20(15-5-3-4-6-16(15)22(24)26)14-9-18(27-2)21-19(10-14)28-12-29-21/h3-10,17,20H,11-12H2,1-2H3/t17-,20+/m1/s1
• InChI Key: XXMYEEZJCBJUQK-XLIONFOSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀N₂O₅
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.13722174 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• Chrysosporazine A
• BDBM50584507

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	+	0.7732	77.32%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4017	40.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8932	89.32%
BSEP inhibitior	+	0.9055	90.55%
P-glycoprotein inhibitior	+	0.8743	87.43%
P-glycoprotein substrate	-	0.6049	60.49%
CYP3A4 substrate	+	0.6673	66.73%
CYP2C9 substrate	-	0.5923	59.23%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	+	0.8963	89.63%
CYP2C9 inhibition	-	0.5271	52.71%
CYP2C19 inhibition	-	0.5467	54.67%
CYP2D6 inhibition	-	0.7615	76.15%
CYP1A2 inhibition	-	0.7680	76.80%
CYP2C8 inhibition	+	0.5716	57.16%
CYP inhibitory promiscuity	+	0.7134	71.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5453	54.53%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9758	97.58%
Skin irritation	-	0.7907	79.07%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6454	64.54%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8678	86.78%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7665	76.65%
Acute Oral Toxicity (c)	III	0.7353	73.53%
Estrogen receptor binding	+	0.7022	70.22%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	+	0.5361	53.61%
Glucocorticoid receptor binding	+	0.7752	77.52%
Aromatase binding	-	0.6323	63.23%
PPAR gamma	-	0.5725	57.25%
Honey bee toxicity	-	0.7254	72.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9248	92.48%

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	98.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.86%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.93%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.66%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.47%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.72%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.92%	92.62%
CHEMBL4040	P28482	MAP kinase ERK2	89.28%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.24%	97.14%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.54%	96.09%
CHEMBL2535	P11166	Glucose transporter	86.09%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.49%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.59%	82.69%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.06%	99.17%

Plants that contains it

• Panax notoginseng

Cross-Links

• PubChem: 146683258
• LOTUS: LTS0160824
• wikiData: Q105026999