Ss,ss-ergoannam

Details

• Internal ID: 7e811198-e0ba-4ae0-97bf-b89617795070
• Taxonomy: Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Ergopeptams
• IUPAC Name: (9R)-N-[(2R,3R)-1-[(3S,8aR)-3-[(2S)-butan-2-yl]-1,4-dioxo-6,7,8,8a-tetrahydro-3H-pyrrolo[1,2-a]pyrazin-2-yl]-3-methyl-1-oxopentan-2-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
• SMILES (Canonical): CCC(C)C1C(=O)N2CCCC2C(=O)N1C(=O)C(C(C)CC)NC(=O)C3CN(C4CC5=CNC6=CC=CC(=C56)C4=C3)C
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N2CCC[C@@H]2C(=O)N1C(=O)[C@@H]([C@H](C)CC)NC(=O)[C@H]3CN(C4CC5=CNC6=CC=CC(=C56)C4=C3)C
• InChI: InChI=1S/C33H43N5O4/c1-6-18(3)28(32(41)38-29(19(4)7-2)33(42)37-13-9-12-25(37)31(38)40)35-30(39)21-14-23-22-10-8-11-24-27(22)20(16-34-24)15-26(23)36(5)17-21/h8,10-11,14,16,18-19,21,25-26,28-29,34H,6-7,9,12-13,15,17H2,1-5H3,(H,35,39)/t18-,19+,21-,25-,26?,28-,29+/m1/s1
• InChI Key: IHDIXBZKTTXKMY-ADKHCRFMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₃N₅O₄
• Molecular Weight: 573.70 g/mol
• Exact Mass: 573.33150487 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	-	0.7698	76.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5470	54.70%
OATP2B1 inhibitior	+	0.5738	57.38%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.9275	92.75%
MATE1 inhibitior	+	0.7056	70.56%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9786	97.86%
P-glycoprotein inhibitior	+	0.8083	80.83%
P-glycoprotein substrate	+	0.8508	85.08%
CYP3A4 substrate	+	0.7725	77.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7366	73.66%
CYP3A4 inhibition	-	0.6361	63.61%
CYP2C9 inhibition	-	0.8608	86.08%
CYP2C19 inhibition	-	0.9054	90.54%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	-	0.6634	66.34%
CYP2C8 inhibition	+	0.5200	52.00%
CYP inhibitory promiscuity	-	0.8101	81.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6039	60.39%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9469	94.69%
Skin irritation	-	0.7696	76.96%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8638	86.38%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8921	89.21%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8314	83.14%
Acute Oral Toxicity (c)	III	0.6116	61.16%
Estrogen receptor binding	+	0.8244	82.44%
Androgen receptor binding	+	0.7214	72.14%
Thyroid receptor binding	+	0.5538	55.38%
Glucocorticoid receptor binding	+	0.7251	72.51%
Aromatase binding	+	0.6413	64.13%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.7994	79.94%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9515	95.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.96%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.75%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.44%	97.25%
CHEMBL3837	P07711	Cathepsin L	94.56%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.12%	95.89%
CHEMBL2535	P11166	Glucose transporter	92.33%	98.75%
CHEMBL217	P14416	Dopamine D2 receptor	91.83%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.69%	97.09%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.16%	89.62%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.09%	98.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	90.45%	97.50%
CHEMBL4073	P09237	Matrix metalloproteinase 7	90.27%	97.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.03%	89.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.81%	98.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.71%	82.69%
CHEMBL255	P29275	Adenosine A2b receptor	89.46%	98.59%
CHEMBL1951	P21397	Monoamine oxidase A	89.35%	91.49%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.68%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL333	P08253	Matrix metalloproteinase-2	88.50%	96.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.36%	93.56%
CHEMBL3691	Q13822	Autotaxin	87.53%	96.39%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.86%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.85%	94.45%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.50%	99.18%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.15%	88.56%
CHEMBL228	P31645	Serotonin transporter	85.90%	95.51%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.50%	90.08%
CHEMBL3524	P56524	Histone deacetylase 4	85.46%	92.97%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.29%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.60%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.12%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.09%	95.56%
CHEMBL4805	Q99572	P2X purinoceptor 7	81.65%	97.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.27%	96.39%
CHEMBL202	P00374	Dihydrofolate reductase	81.02%	89.92%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.90%	94.00%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.07%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585358
• LOTUS: LTS0026305
• wikiData: Q77420841