R-82913

Details

• Internal ID: da7dbb7d-1b60-4817-ab9b-33ec4e0f9083
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: (11S)-6-chloro-11-methyl-10-(3-methylbut-2-enyl)-1,3,10-triazatricyclo[6.4.1.04,13]trideca-4,6,8(13)-triene-2-thione
• InChI: InChI=1S/C16H20ClN3S/c1-10(2)4-5-19-9-12-6-13(17)7-14-15(12)20(8-11(19)3)16(21)18-14/h4,6-7,11H,5,8-9H2,1-3H3,(H,18,21)/t11-/m0/s1
• InChI Key: RCSLUNOLLUVOOG-NSHDSACASA-N
• Popularity: 114 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀ClN₃S
• Molecular Weight: 321.90 g/mol
• Exact Mass: 321.1066465 g/mol
• Topological Polar Surface Area (TPSA): 50.60 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 9-Cl-Tibo
• 126347-69-1
• 9-Cmbib
• r82913
• R 82913
• 4FOI87E52P
• DTXSID30155158
• TIBO-R-82913
• NSC-637653
• 9-Chloro-4,5,6,7-tetrahydro-5-methyl-6-(3-methyl-2-butenyl)imidazo(4,5,1-jk)(1,4)benzodiazepine-2-(1H)-thione
• RefChem:930519
• DTXCID0077649
• 4-CHLORO-8-METHYL-7-(3-METHYL-BUT-2-ENYL)-6,7,8,9-TETRAHYDRO-2H-2,7,9A-TRIAZA-BENZO[CD]AZULENE-1-THIONE
• CHEMBL293498
• 4,5,6,7-Tetrahydro-9-chloro-5-methyl-6-(3-methyl-2-butenyl)imidazo(4,5,1-jk)(1,4)benzodiazepin-2-(1H)-thione
• (11S)-6-chloro-11-methyl-10-(3-methylbut-2-enyl)-1,3,10-triazatricyclo[6.4.1.04,13]trideca-4,6,8(13)-triene-2-thione
• (S)-4-chloro-8-methyl-7-(3-methylbut-2-en-1-yl)-6,7,8,9-tetrahydro-2,7,9a-triazabenzo[cd]azulene-1(2H)-thione
• TB9
• NSC 637653
• UNII-4FOI87E52P
• TIBO-R 82913
• NSC637653
• 1rev
• 1tvr
• 9CL-TIBO
• BDBM1868
• orb1699562
• SCHEMBL1077005
• R 82913, (R)-isomer
• SCHEMBL29623959
• TIBO R82913
• GLXC-03128
• BDBM50279762
• AKOS040749267
• DB08598
• Imidazo(4,5,1-jk)(1,4)benzodiazepine-2(1H)-thione, 9-chloro-4,5,6,7-tetrahydro-5-methyl-6-(3-methyl-2-butenyl)-, (S)-
• HY-106872
• NS00071645
• Q27097798
• 7-Allyl-9-chloro-8-methyl-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulen-1-one
• (+)-(5S)-4,5,6,7-tetrahydro-9-chloro 5-methyl-6-(3-methyl-2-butenyl)imidazo[4,5,1-jk] [ 1,4] benzodiazepine 2(1M-thione
• (11S)-6-chloro-11-methyl-10-(3-methylbut-2-en-1-yl)-1,3,10-triazatricyclo[6.4.1.0^{4,13}]trideca-4,6,8(13)-triene-2-thione
• (5S)-9-chloro-5-methyl-6-(3-methylbut-2-en-1-yl)-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepine-2(1H)-thione
• (5S)-9-chloro-5-methyl-6-(3-methylbut-2-enyl)-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepine-2(1H)-thione
• (7R,8S)-4-Chloro-8-methyl-7-(3-methyl-but-2-enyl)-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulene-1-thione
• (S)-4-Chloro-8-methyl-7-(3-methyl-but-2-enyl)-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulene-1-thione
• (S)-7-Allyl-4-chloro-8-methyl-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulene-1-thione
• 14-(1-ethynyl)-9,15-dimethyl-(1S,9R,10R,11S,14R)-tetracyclo[8.7.0.02,7.011,15]heptadec-2(7)-en-14-ol
• 4-Chloro-8-methyl-7-(3-methyl-but-1-enyl)-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulene-1-thione
• 4-Chloro-8-methyl-7-(3-methyl-but-2-enyl)-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulene-1-thione(9-Cl TIBO)
• 9-Chloro-5-methyl-6-(3-methyl-but-2-enyl)-1,5,6,7-tetrahydro-benzo[e][1,4]diazepine-2-thione
• IMIDAZO(4,5,1-JK)(1,4)BENZODIAZEPINE-2(1H)-THIONE, 9-CHLORO-4,5,6,7-TETRAHYDRO-5-METHYL-6-(3-METHYL-2-BUTEN-1-YL)-, (5S)-
• S-(+)-4,5,6,7-Tetrahydro-9-chloro-5-methyl-6-(3-methyl-2-butenyl)-imidazo[4,5,1-jk][1,4]-benzodiazepine-2(1H)-thione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	+	0.8975	89.75%
Blood Brain Barrier	+	0.9604	96.04%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.7809	78.09%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.7720	77.20%
P-glycoprotein inhibitior	-	0.7538	75.38%
P-glycoprotein substrate	+	0.5137	51.37%
CYP3A4 substrate	+	0.6043	60.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7314	73.14%
CYP3A4 inhibition	+	0.7439	74.39%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5169	51.69%
CYP2D6 inhibition	-	0.7103	71.03%
CYP1A2 inhibition	+	0.5787	57.87%
CYP2C8 inhibition	-	0.6957	69.57%
CYP inhibitory promiscuity	+	0.8873	88.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9800	98.00%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9103	91.03%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8847	88.47%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8108	81.08%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8009	80.09%
Acute Oral Toxicity (c)	III	0.6024	60.24%
Estrogen receptor binding	+	0.6347	63.47%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7443	74.43%
Glucocorticoid receptor binding	+	0.6446	64.46%
Aromatase binding	+	0.5262	52.62%
PPAR gamma	-	0.4863	48.63%
Honey bee toxicity	-	0.8530	85.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.80%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	85.82%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.62%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.80%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.13%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	84.12%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.49%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.18%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.75%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.57%	86.92%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.50%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.80%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.04%	93.99%

Plants that contains it

• Calophyllum inophyllum

Cross-Links

• PubChem: 3000237
• NPASS: NPC471609
• ChEMBL: CHEMBL293498
• LOTUS: LTS0182797
• wikiData: Q27097798