(1R,4S,7S,9S)-9-hydroxy-4-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]-14-(3-methylbutyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione

Details

• Internal ID: 95d437b3-db5a-4feb-9c3e-7e89c8f829b0
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: (1R,4S,7S,9S)-9-hydroxy-4-[[2-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]methyl]-14-(3-methylbutyl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
• SMILES (Canonical): CC(C)CCC1=C2C(=CC=C1)C3(CC4C(=O)NC(C(=O)N4C3N2)CC5=C(NC6=CC=CC=C65)C(C)(C)C=C)O
• SMILES (Isomeric): CC(C)CCC1=C2C(=CC=C1)[C@]3(C[C@H]4C(=O)N[C@H](C(=O)N4[C@H]3N2)CC5=C(NC6=CC=CC=C65)C(C)(C)C=C)O
• InChI: InChI=1S/C32H38N4O3/c1-6-31(4,5)27-21(20-11-7-8-13-23(20)33-27)16-24-29(38)36-25(28(37)34-24)17-32(39)22-12-9-10-19(15-14-18(2)3)26(22)35-30(32)36/h6-13,18,24-25,30,33,35,39H,1,14-17H2,2-5H3,(H,34,37)/t24-,25-,30+,32-/m0/s1
• InChI Key: JTFAMDYEGZUCFF-ZCEPNZLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈N₄O₃
• Molecular Weight: 526.70 g/mol
• Exact Mass: 526.29439109 g/mol
• Topological Polar Surface Area (TPSA): 97.50 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9559	95.59%
Caco-2	-	0.7934	79.34%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6099	60.99%
OATP2B1 inhibitior	-	0.5694	56.94%
OATP1B1 inhibitior	+	0.8519	85.19%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7714	77.14%
BSEP inhibitior	+	0.9833	98.33%
P-glycoprotein inhibitior	+	0.7704	77.04%
P-glycoprotein substrate	+	0.8118	81.18%
CYP3A4 substrate	+	0.7358	73.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	+	0.5358	53.58%
CYP2C9 inhibition	-	0.6819	68.19%
CYP2C19 inhibition	-	0.6130	61.30%
CYP2D6 inhibition	-	0.8460	84.60%
CYP1A2 inhibition	-	0.7598	75.98%
CYP2C8 inhibition	+	0.5784	57.84%
CYP inhibitory promiscuity	+	0.6134	61.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5791	57.91%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9520	95.20%
Skin irritation	-	0.7859	78.59%
Skin corrosion	-	0.9230	92.30%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6971	69.71%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.5284	52.84%
skin sensitisation	-	0.8534	85.34%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7222	72.22%
Acute Oral Toxicity (c)	III	0.5709	57.09%
Estrogen receptor binding	+	0.7776	77.76%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	+	0.6429	64.29%
Glucocorticoid receptor binding	+	0.5994	59.94%
Aromatase binding	+	0.6092	60.92%
PPAR gamma	+	0.7649	76.49%
Honey bee toxicity	-	0.7606	76.06%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9019	90.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.03%	91.11%
CHEMBL240	Q12809	HERG	98.84%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.31%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	98.30%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.09%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.75%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.59%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	97.10%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.01%	90.08%
CHEMBL1907	P15144	Aminopeptidase N	94.83%	93.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL333	P08253	Matrix metalloproteinase-2	92.30%	96.31%
CHEMBL3524	P56524	Histone deacetylase 4	92.25%	92.97%
CHEMBL4302	P08183	P-glycoprotein 1	91.94%	92.98%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.99%	96.47%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.96%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.77%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.30%	99.23%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	87.92%	95.71%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.48%	97.64%
CHEMBL1902	P62942	FK506-binding protein 1A	87.42%	97.05%
CHEMBL1914	P06276	Butyrylcholinesterase	87.37%	95.00%
CHEMBL3869	P50281	Matrix metalloproteinase 14	87.36%	93.10%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	87.34%	85.83%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	86.84%	97.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	86.60%	96.39%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.11%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.85%	94.73%
CHEMBL255	P29275	Adenosine A2b receptor	84.16%	98.59%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.23%	92.62%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.19%	92.12%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.61%	93.00%
CHEMBL5028	O14672	ADAM10	81.62%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.43%	93.56%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.40%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.64%	94.66%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.20%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163000543
• LOTUS: LTS0143435
• wikiData: Q105134739