strychnogucine A

Details

• Internal ID: ba2a8e95-d126-45f6-a76a-dab0c2f91045
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (4aR,5aS,8aR,13aS,15S,15aR,15bR)-15-[(1R,13S,14E,17R,19S,21S)-14-ethylidene-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-17-yl]-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
• SMILES (Canonical): CC=C1CN2C3CC1C4=CCC(=O)N5C4C3(CC2C6C7C8C9CC1C2(C8N(C6=O)C3=CC=CC=C32)CCN1CC9=CCO7)C1=CC=CC=C15
• SMILES (Isomeric): C/C=C\1/CN2[C@H]3C[C@@H]1C4=CCC(=O)N5[C@@H]4[C@]3(C[C@@H]2[C@H]6[C@H]7[C@@H]8[C@H]9C[C@H]1[C@@]2([C@H]8N(C6=O)C3=CC=CC=C32)CCN1CC9=CCO7)C1=CC=CC=C15
• InChI: InChI=1S/C42H42N4O3/c1-2-22-21-44-31(19-42-28-8-4-5-9-29(28)45-34(47)12-11-24(38(42)45)25(22)17-33(42)44)36-37-35-26-18-32-41(14-15-43(32)20-23(26)13-16-49-37)27-7-3-6-10-30(27)46(39(35)41)40(36)48/h2-11,13,25-26,31-33,35-39H,12,14-21H2,1H3/b22-2-/t25-,26-,31+,32-,33-,35-,36-,37+,38-,39-,41+,42+/m0/s1
• InChI Key: PXWJNFJRUYWQOX-DSNAYJLUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₂N₄O₃
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.32569121 g/mol
• Topological Polar Surface Area (TPSA): 56.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEBI:66528
• CHEMBL508603
• Q27135135
• (11alpha)-11-[(2R,3aR,11bS,12S,13aS,14E)-14-ethylidene-9-oxo-2,3,10,12,13,13a-hexahydro-9H,11bH-1,12-ethanopyrido[1,2,3-lm]pyrrolo[2,3-d]carbazol-2-yl]strychnidin-10-one
• (4aR,5aS,8aR,13aS,15S,15aR,15bR)-15-[(1R,13S,14E,17R,19S,21S)-14-ethylidene-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,11-tetraen-17-yl]-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.7779	77.79%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8083	80.83%
OATP2B1 inhibitior	-	0.5711	57.11%
OATP1B1 inhibitior	+	0.8729	87.29%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9026	90.26%
P-glycoprotein substrate	+	0.7359	73.59%
CYP3A4 substrate	+	0.7159	71.59%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	+	0.3549	35.49%
CYP3A4 inhibition	-	0.6366	63.66%
CYP2C9 inhibition	-	0.7685	76.85%
CYP2C19 inhibition	-	0.8097	80.97%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.7232	72.32%
CYP2C8 inhibition	+	0.7372	73.72%
CYP inhibitory promiscuity	-	0.8400	84.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5344	53.44%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9401	94.01%
Skin irritation	-	0.7978	79.78%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8895	88.95%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.8471	84.71%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.9644	96.44%
Acute Oral Toxicity (c)	III	0.3557	35.57%
Estrogen receptor binding	+	0.8470	84.70%
Androgen receptor binding	+	0.7635	76.35%
Thyroid receptor binding	+	0.5730	57.30%
Glucocorticoid receptor binding	+	0.7407	74.07%
Aromatase binding	-	0.5209	52.09%
PPAR gamma	+	0.7523	75.23%
Honey bee toxicity	-	0.7091	70.91%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9790	97.90%

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	96.08%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.86%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.13%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.63%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.80%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.14%	91.11%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.93%	95.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.64%	97.14%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.49%	95.17%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.90%	82.38%
CHEMBL204	P00734	Thrombin	86.16%	96.01%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.86%	83.57%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	84.86%	91.65%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.62%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	83.52%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.33%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.22%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.79%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.72%	85.14%
CHEMBL3384	Q16512	Protein kinase N1	82.06%	80.71%
CHEMBL238	Q01959	Dopamine transporter	81.58%	95.88%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.29%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.01%	93.40%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.92%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%
CHEMBL4208	P20618	Proteasome component C5	80.04%	90.00%

Plants that contains it

• Strychnos icaja

Cross-Links

• PubChem: 10372073
• LOTUS: LTS0029659
• wikiData: Q27135135