(-)-trans-Clavicipitic acid

Details

• Internal ID: 41e308f4-d87b-46b1-b998-690509afad4a
• Taxonomy: Organoheterocyclic compounds > Benzazepines
• IUPAC Name: (9R,11S)-9-(2-methylprop-1-enyl)-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraene-11-carboxylic acid
• InChI: InChI=1S/C16H18N2O2/c1-9(2)6-13-11-4-3-5-12-15(11)10(8-17-12)7-14(18-13)16(19)20/h3-6,8,13-14,17-18H,7H2,1-2H3,(H,19,20)/t13-,14+/m1/s1
• InChI Key: VZMAHZAQMKNJIG-KGLIPLIRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈N₂O₂
• Molecular Weight: 270.33 g/mol
• Exact Mass: 270.136827821 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• Clavicipitic-acid
• (+/-)-Clavicipitic acid I
• Clavicipitic acid I
• 33062-26-9
• trans-Clavicipitic acid
• 374VHV303R
• Clavicipitic acid, trans-(+/-)-
• (4S,6R)-clavicipitic acid
• UNII-374VHV303R
• Clavicipitic acid, trans-(-)-
• 34R1382X09
• 1H-Pyrrolo(4,3,2-ef)(2)benzazepine-4-carboxylic acid, 3,4,5,6-tetrahydro-6-(2-methyl-1-propen-1-yl)-, (4R,6S)-rel-
• 84986-03-8
• Rel-(4R,6S)-3,4,5,6-tetrahydro-6-(2-methyl-1-propen-1-yl)-1H-pyrrolo(4,3,2-ef)(2)benzazepine-4-carboxylic acid
• (4S,6R)-3,4,5,6-Tetrahydro-6-(2-methyl-1-propen-1-yl)-1H-pyrrolo(4,3,2-ef)(2)benzazepine-4-carboxylic acid
• (4S,6R)-6-(2-methylprop-1-en-1-yl)-3,4,5,6-tetrahydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid
• (9R,11S)-9-(2-methylprop-1-enyl)-3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraene-11-carboxylic acid
• 1H-Azepino(5,4,3-cd)indole-4-carboxylic acid, 3,4,5,6-tetrahydro-6-(2-methyl-1-propenyl)-, (4S-trans)-
• 1H-Pyrrolo(4,3,2-ef)(2)benzazepine-4-carboxylic acid, 3,4,5,6-tetrahydro-6-(2-methyl-1-propen-1-yl)-, (4S,6R)-
• trans-(+/-)-clavicipitic acid
• CHEBI:48270
• UNII-34R1382X09
• Q27121118

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	-	0.5804	58.04%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5983	59.83%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7340	73.40%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	-	0.7088	70.88%
CYP3A4 substrate	+	0.5747	57.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7299	72.99%
CYP3A4 inhibition	-	0.8896	88.96%
CYP2C9 inhibition	-	0.6980	69.80%
CYP2C19 inhibition	-	0.7935	79.35%
CYP2D6 inhibition	-	0.7807	78.07%
CYP1A2 inhibition	-	0.7662	76.62%
CYP2C8 inhibition	-	0.8377	83.77%
CYP inhibitory promiscuity	-	0.7786	77.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.7148	71.48%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5086	50.86%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7323	73.23%
skin sensitisation	-	0.8483	84.83%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7234	72.34%
Acute Oral Toxicity (c)	III	0.5304	53.04%
Estrogen receptor binding	+	0.5671	56.71%
Androgen receptor binding	-	0.5741	57.41%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	+	0.6082	60.82%
Aromatase binding	+	0.6333	63.33%
PPAR gamma	+	0.6596	65.96%
Honey bee toxicity	-	0.8435	84.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8289	82.89%

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	96.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.79%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.24%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.92%	91.11%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	87.99%	96.39%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.53%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.14%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.01%	83.10%
CHEMBL4040	P28482	MAP kinase ERK2	81.08%	83.82%
CHEMBL5028	O14672	ADAM10	80.79%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.31%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9993281
• LOTUS: LTS0146785
• wikiData: Q27121118