S-methyl 5-hydroxy-6-[(1R)-10-(5-hydroxy-6-methoxy-1H-indole-2-carbonyl)-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-4-carbonyl]-4-methoxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carbothioate

Details

• Internal ID: 10d757e2-7563-462c-aa8e-402837d0bf29
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: S-methyl 5-hydroxy-6-[(1R)-10-(5-hydroxy-6-methoxy-1H-indole-2-carbonyl)-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-4-carbonyl]-4-methoxy-7,8-dihydro-3H-pyrrolo[3,2-e]indole-2-carbothioate
• SMILES (Canonical): COC1=C(C=C2C=C(NC2=C1)C(=O)N3CC4CC45C3=CC(=O)C6=C5C=C(N6)C(=O)N7CCC8=C9C=C(NC9=C(C(=C87)O)OC)C(=O)SC)O
• SMILES (Isomeric): COC1=C(C=C2C=C(NC2=C1)C(=O)N3CC4C[C@@]45C3=CC(=O)C6=C5C=C(N6)C(=O)N7CCC8=C9C=C(NC9=C(C(=C87)O)OC)C(=O)SC)O
• InChI: InChI=1S/C35H29N5O8S/c1-47-25-10-19-14(7-23(25)41)6-20(36-19)33(45)40-13-15-12-35(15)18-9-21(37-28(18)24(42)11-26(35)40)32(44)39-5-4-16-17-8-22(34(46)49-3)38-27(17)31(48-2)30(43)29(16)39/h6-11,15,36-38,41,43H,4-5,12-13H2,1-3H3/t15?,35-/m1/s1
• InChI Key: CMFSXTISUXTEGX-NMLLTMPASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₂₉N₅O₈S
• Molecular Weight: 679.70 g/mol
• Exact Mass: 679.17368407 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7584	75.84%
Caco-2	-	0.8393	83.93%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8068	80.68%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.8586	85.86%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7817	78.17%
BSEP inhibitior	+	0.9711	97.11%
P-glycoprotein inhibitior	+	0.8300	83.00%
P-glycoprotein substrate	+	0.7620	76.20%
CYP3A4 substrate	+	0.7285	72.85%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	+	0.7346	73.46%
CYP2C9 inhibition	-	0.5438	54.38%
CYP2C19 inhibition	-	0.6096	60.96%
CYP2D6 inhibition	-	0.8412	84.12%
CYP1A2 inhibition	-	0.7074	70.74%
CYP2C8 inhibition	+	0.7605	76.05%
CYP inhibitory promiscuity	+	0.6483	64.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5512	55.12%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4435	44.35%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5670	56.70%
skin sensitisation	-	0.8595	85.95%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8093	80.93%
Acute Oral Toxicity (c)	III	0.6230	62.30%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.7154	71.54%
Thyroid receptor binding	+	0.6276	62.76%
Glucocorticoid receptor binding	+	0.6997	69.97%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.7301	73.01%
Honey bee toxicity	-	0.7388	73.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9628	96.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.60%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.37%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.99%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.23%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.20%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.87%	95.56%
CHEMBL2535	P11166	Glucose transporter	94.28%	98.75%
CHEMBL230	P35354	Cyclooxygenase-2	93.22%	89.63%
CHEMBL2581	P07339	Cathepsin D	92.52%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	91.97%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.79%	99.23%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.57%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	91.57%	91.19%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.10%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.25%	94.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.15%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.56%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.91%	89.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.77%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.69%	91.71%
CHEMBL3820	P35557	Hexokinase type IV	87.32%	91.96%
CHEMBL1937	Q92769	Histone deacetylase 2	86.64%	94.75%
CHEMBL217	P14416	Dopamine D2 receptor	86.29%	95.62%
CHEMBL5747	Q92793	CREB-binding protein	86.06%	95.12%
CHEMBL4208	P20618	Proteasome component C5	85.91%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.54%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.98%	99.15%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.88%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.80%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	82.86%	82.38%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	82.36%	98.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.40%	90.71%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.08%	93.04%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.04%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.98%	97.50%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.67%	91.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.45%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5312283
• LOTUS: LTS0002753
• wikiData: Q6169827