Aristolactam AIIIa

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	3b6ba67f-8be3-41b8-886f-399418068027
Taxonomy	Alkaloids and derivatives > Aristolactams
IUPAC Name	4,14-dihydroxy-15-methoxy-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1,3,5,7,9(16),12,14-heptaen-11-one
SMILES (Canonical)	COC1=C(C=C2C3=C(C=C4C=CC(=CC4=C31)O)NC2=O)O
SMILES (Isomeric)	COC1=C(C=C2C3=C(C=C4C=CC(=CC4=C31)O)NC2=O)O
InChI	InChI=1S/C16H11NO4/c1-21-15-12(19)6-10-13-11(17-16(10)20)4-7-2-3-8(18)5-9(7)14(13)15/h2-6,18-19H,1H3,(H,17,20)
InChI Key	PFXGXKFPTAJYHV-UHFFFAOYSA-N
Popularity	9 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₁NO₄
Molecular Weight	281.26 g/mol
Exact Mass	281.06880783 g/mol
Topological Polar Surface Area (TPSA)	78.80 Å²
XlogP	2.60
Atomic LogP (AlogP)	2.98
H-Bond Acceptor	4
H-Bond Donor	3
Rotatable Bonds	1

Synonyms

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97399-91-2

Aristolactam A IIIa

SCH-546909

CHEMBL388956

Aristololactam A IIIa; Sch 546909

4,14-dihydroxy-15-methoxy-10-azatetracyclo[7.6.1.02,7.012,16]hexadeca-1,3,5,7,9(16),12,14-heptaen-11-one

Dibenz[cd,f]indol-4(5H)-one, 2,9-dihydroxy-1-methoxy-

aristololactam A IIIa

CDK2 inhibitors (cancer)

D0T4SJ

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.5141	51.41%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5932	59.32%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.8532	85.32%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5397	53.97%
P-glycoprotein inhibitior	-	0.8708	87.08%
P-glycoprotein substrate	-	0.7639	76.39%
CYP3A4 substrate	+	0.5655	56.55%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8230	82.30%
CYP3A4 inhibition	-	0.5758	57.58%
CYP2C9 inhibition	-	0.7423	74.23%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.8441	84.41%
CYP1A2 inhibition	+	0.9167	91.67%
CYP2C8 inhibition	-	0.5635	56.35%
CYP inhibitory promiscuity	+	0.5733	57.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4279	42.79%
Eye corrosion	-	0.9935	99.35%
Eye irritation	+	0.5364	53.64%
Skin irritation	-	0.8108	81.08%
Skin corrosion	-	0.9751	97.51%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7623	76.23%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.9400	94.00%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.7115	71.15%
Acute Oral Toxicity (c)	III	0.4806	48.06%
Estrogen receptor binding	+	0.6378	63.78%
Androgen receptor binding	+	0.7249	72.49%
Thyroid receptor binding	+	0.5668	56.68%
Glucocorticoid receptor binding	+	0.8715	87.15%
Aromatase binding	+	0.6927	69.27%
PPAR gamma	+	0.8365	83.65%
Honey bee toxicity	-	0.8933	89.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7789	77.89%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL308	P06493	Cyclin-dependent kinase 1	200 nM 214 nM	IC50 IC50	PMID: 20097066 PMID: 20097074
CHEMBL301	P24941	Cyclin-dependent kinase 2	140 nM 140 nM	IC50 IC50	PMID: 20097066 PMID: 20097074
CHEMBL331	P11802	Cyclin-dependent kinase 4	2000 nM 1420 nM	IC50 IC50	PMID: 20097066 PMID: 20097074
CHEMBL4722	O14965	Serine/threonine-protein kinase Aurora-A	5000 nM	IC50	PMID: 20097066
CHEMBL2185	Q96GD4	Serine/threonine-protein kinase Aurora-B	2140 nM	IC50	PMID: 20097074

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.13%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	96.33%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.87%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.81%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.50%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.99%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.48%	98.75%
CHEMBL1907	P15144	Aminopeptidase N	88.92%	93.31%
CHEMBL242	Q92731	Estrogen receptor beta	88.50%	98.35%
CHEMBL4208	P20618	Proteasome component C5	87.71%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.15%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.74%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.61%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.90%	80.78%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.89%	94.97%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	82.16%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.60%	99.17%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.98%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.17%	91.07%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Annona squamosa

Aristolochia kaempferi

Aristolochia manshuriensis

Aristolochia mollissima