9,19,21-Tribromo-6-chloro-12,12-dimethyl-4,8,10,16-tetrazapentacyclo[13.7.0.01,4.07,11.017,22]docosa-5,7(11),8,13,15,17(22),18,20-octaen-3-one

Details

• Internal ID: 52cd9fa6-0ee7-4668-b0db-6c526435e7f7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 9,19,21-tribromo-6-chloro-12,12-dimethyl-4,8,10,16-tetrazapentacyclo[13.7.0.01,4.07,11.017,22]docosa-5,7(11),8,13,15,17(22),18,20-octaen-3-one
• SMILES (Canonical): CC1(C=CC2=NC3=C(C24CC(=O)N4C=C(C5=C1NC(=N5)Br)Cl)C(=CC(=C3)Br)Br)C
• SMILES (Isomeric): CC1(C=CC2=NC3=C(C24CC(=O)N4C=C(C5=C1NC(=N5)Br)Cl)C(=CC(=C3)Br)Br)C
• InChI: InChI=1S/C20H14Br3ClN4O/c1-19(2)4-3-13-20(15-10(22)5-9(21)6-12(15)25-13)7-14(29)28(20)8-11(24)16-17(19)27-18(23)26-16/h3-6,8H,7H2,1-2H3,(H,26,27)
• InChI Key: HMFWDXIIQSKMGY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₄Br₃ClN₄O
• Molecular Weight: 601.50 g/mol
• Exact Mass: 599.83858 g/mol
• Topological Polar Surface Area (TPSA): 61.40 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 6.30
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9914	99.14%
Caco-2	-	0.6721	67.21%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4956	49.56%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9537	95.37%
P-glycoprotein inhibitior	-	0.5764	57.64%
P-glycoprotein substrate	-	0.5443	54.43%
CYP3A4 substrate	+	0.6823	68.23%
CYP2C9 substrate	-	0.7985	79.85%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	+	0.6050	60.50%
CYP2C9 inhibition	-	0.5765	57.65%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8568	85.68%
CYP1A2 inhibition	+	0.6109	61.09%
CYP2C8 inhibition	+	0.4651	46.51%
CYP inhibitory promiscuity	+	0.6612	66.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6522	65.22%
Carcinogenicity (trinary)	Non-required	0.5457	54.57%
Eye corrosion	-	0.9749	97.49%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5436	54.36%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6127	61.27%
skin sensitisation	-	0.8186	81.86%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5166	51.66%
Acute Oral Toxicity (c)	III	0.4969	49.69%
Estrogen receptor binding	+	0.8123	81.23%
Androgen receptor binding	+	0.7229	72.29%
Thyroid receptor binding	+	0.7938	79.38%
Glucocorticoid receptor binding	+	0.8263	82.63%
Aromatase binding	+	0.6823	68.23%
PPAR gamma	+	0.7921	79.21%
Honey bee toxicity	-	0.8711	87.11%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9324	93.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	97.89%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.63%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	97.59%	89.63%
CHEMBL1937	Q92769	Histone deacetylase 2	97.10%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.56%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.47%	96.77%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.30%	85.30%
CHEMBL4072	P07858	Cathepsin B	93.66%	93.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	91.30%	90.17%
CHEMBL220	P22303	Acetylcholinesterase	90.78%	94.45%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	88.70%	85.49%
CHEMBL4302	P08183	P-glycoprotein 1	87.07%	92.98%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.65%	80.96%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.57%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.88%	100.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.54%	94.42%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.79%	96.67%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	84.36%	98.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.98%	93.10%
CHEMBL2047	Q96RI1	Bile acid receptor FXR	83.96%	96.10%
CHEMBL1929	P47989	Xanthine dehydrogenase	83.77%	96.12%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.75%	97.50%
CHEMBL1907	P15144	Aminopeptidase N	83.66%	93.31%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.51%	88.56%
CHEMBL222	P23975	Norepinephrine transporter	82.33%	96.06%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.31%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.56%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.01%	97.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.70%	96.39%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.59%	93.99%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.49%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.47%	93.03%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.46%	85.11%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	80.27%	95.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73807247
• LOTUS: LTS0051215
• wikiData: Q105030481