Sclerotiamide

Details

• Internal ID: 79b946bf-62a0-4ddf-ab9c-32612617d0f1
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: (1'R,3R,7'S,9'S,12'S)-12'-hydroxy-7,7,10',10'-tetramethylspiro[1H-pyrano[2,3-g]indole-3,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2,2',14'-trione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2NC(=O)C34C(C56C(C4(C)C)CC7(CCCN7C5=O)C(=O)N6)O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2NC(=O)[C@@]34[C@@H]([C@]56[C@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)O)C
• InChI: InChI=1S/C26H29N3O5/c1-22(2)10-8-13-15(34-22)7-6-14-17(13)27-20(32)25(14)18(30)26-16(23(25,3)4)12-24(19(31)28-26)9-5-11-29(24)21(26)33/h6-8,10,16,18,30H,5,9,11-12H2,1-4H3,(H,27,32)(H,28,31)/t16-,18-,24-,25-,26+/m0/s1
• InChI Key: CFJMAERFDLWMJL-LQKPOZSPSA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₉N₃O₅
• Molecular Weight: 463.50 g/mol
• Exact Mass: 463.21072103 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• (-)-Sclerotiamide
• CHEMBL511731
• BDBM50535809
• (1'R,3R,7'S,9'S,12'S)-12'-hydroxy-7,7,10',10'-tetramethylspiro[1H-pyrano[2,3-g]indole-3,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2,2',14'-trione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8782	87.82%
Caco-2	-	0.7859	78.59%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7112	71.12%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.8765	87.65%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7963	79.63%
P-glycoprotein inhibitior	-	0.4700	47.00%
P-glycoprotein substrate	+	0.6451	64.51%
CYP3A4 substrate	+	0.6673	66.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7949	79.49%
CYP3A4 inhibition	-	0.9520	95.20%
CYP2C9 inhibition	-	0.7508	75.08%
CYP2C19 inhibition	-	0.7819	78.19%
CYP2D6 inhibition	-	0.8422	84.22%
CYP1A2 inhibition	-	0.8681	86.81%
CYP2C8 inhibition	-	0.6017	60.17%
CYP inhibitory promiscuity	-	0.8655	86.55%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6468	64.68%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9683	96.83%
Skin irritation	-	0.7839	78.39%
Skin corrosion	-	0.9355	93.55%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7925	79.25%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8151	81.51%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	+	0.7291	72.91%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.6466	64.66%
Glucocorticoid receptor binding	+	0.6640	66.40%
Aromatase binding	+	0.7531	75.31%
PPAR gamma	+	0.7160	71.60%
Honey bee toxicity	-	0.7721	77.21%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9656	96.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.88%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.10%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.04%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.26%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.02%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.98%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.95%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.43%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.90%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.89%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.25%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL3012	Q13946	Phosphodiesterase 7A	80.16%	99.29%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.11%	97.28%

Plants that contains it

• Achillea macrophylla
• Agave aurea
• Ageratina havanensis
• Ajuga spectabilis
• Alstroemeria revoluta
• Astragalus tragacantha
• Baphia nitida
• Chamaecyparis lawsoniana
• Corynanthe mayumbensis
• Crataegus viridis var. ovata
• Crinum erubescens
• Cylindrolobus foetidus
• Emilia sonchifolia
• Encephalartos altensteinii
• Euphorbia kamerunica
• Euphorbia marginata
• Excoecaria oppositifolia
• Gardenia collinsae
• Grindelia hirsutula
• Gymnosporia senegalensis
• Jungermannia hyalina
• Kobresia nepalensis
• Ligularia muliensis
• Marrubium alysson
• Melaleuca viminalis
• Melampodium americanum
• Neolitsea aciculata
• Neolitsea pulchella
• Nuphar lutea
• Pentzia incana
• Prangos pabularia
• Selliguea feei
• Shuteria vestita
• Simaba orinocensis
• Stevia chamaedrys
• Teucrium oxylepis
• Thelypteris triphylla
• Trifolium subterraneum
• Trillium camschatcense
• Ursinia abrotanifolia

Cross-Links

• PubChem: 10647785
• NPASS: NPC153923
• ChEMBL: CHEMBL511731
• LOTUS: LTS0247331
• wikiData: Q77518415