AT 2433-A1

Details

• Internal ID: 33ae9947-deee-4820-bcd8-8524d2824a9e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
• IUPAC Name: 5-chloro-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-[[(2S,4S,5S)-4-hydroxy-5-(methylamino)oxan-2-yl]oxymethyl]-5-methoxyoxan-2-yl]-13-methyl-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17,19,21-nonaene-12,14-dione
• InChI: InChI=1S/C34H35ClN4O9/c1-36-18-12-46-21(11-19(18)40)47-13-20-31(45-3)29(41)30(42)34(48-20)39-27-15(8-6-9-16(27)35)23-25-24(32(43)38(2)33(25)44)22-14-7-4-5-10-17(14)37-26(22)28(23)39/h4-10,18-21,29-31,34,36-37,40-42H,11-13H2,1-3H3/t18-,19-,20+,21-,29+,30+,31+,34+/m0/s1
• InChI Key: CGQSZYLXZOKJEJ-VYCQBBBDSA-N
• Popularity: 6 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₅ClN₄O₉
• Molecular Weight: 679.10 g/mol
• Exact Mass: 678.2092564 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.65
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

• 102644-20-2
• 5-Chloro-3-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-[[(2S,4S,5S)-4-hydroxy-5-(methylamino)oxan-2-yl]oxymethyl]-5-methoxyoxan-2-yl]-13-methyl-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17,19,21-nonaene-12,14-dione
• AT 2433-A1
• CHEMBL3589063
• 5H-Indolo(2,3-a)pyrrolo(3,4-c)carbazole-5,7(6H)-dione, 1-chloro-13-(6-O-(2,4-dideoxy-4-(methylamino)pentopyranosyl)-4-O-methylhexopyranosyl)-12,13-dihydro-6-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8142	81.42%
Caco-2	-	0.8452	84.52%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Nucleus	0.4052	40.52%
OATP2B1 inhibitior	+	0.5660	56.60%
OATP1B1 inhibitior	+	0.8308	83.08%
OATP1B3 inhibitior	+	0.9236	92.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9857	98.57%
P-glycoprotein inhibitior	+	0.7335	73.35%
P-glycoprotein substrate	+	0.6897	68.97%
CYP3A4 substrate	+	0.7501	75.01%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8048	80.48%
CYP3A4 inhibition	+	0.5641	56.41%
CYP2C9 inhibition	-	0.6972	69.72%
CYP2C19 inhibition	-	0.7640	76.40%
CYP2D6 inhibition	-	0.7563	75.63%
CYP1A2 inhibition	-	0.8598	85.98%
CYP2C8 inhibition	+	0.7901	79.01%
CYP inhibitory promiscuity	-	0.6273	62.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4949	49.49%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9429	94.29%
Skin irritation	-	0.7858	78.58%
Skin corrosion	-	0.9390	93.90%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6533	65.33%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9008	90.08%
Acute Oral Toxicity (c)	III	0.5906	59.06%
Estrogen receptor binding	+	0.7925	79.25%
Androgen receptor binding	+	0.6590	65.90%
Thyroid receptor binding	+	0.6022	60.22%
Glucocorticoid receptor binding	+	0.7111	71.11%
Aromatase binding	+	0.6393	63.93%
PPAR gamma	+	0.7197	71.97%
Honey bee toxicity	-	0.6577	65.77%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9489	94.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.63%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.35%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.21%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.02%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.43%	95.89%
CHEMBL2083	P15090	Fatty acid binding protein adipocyte	92.36%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.41%	89.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.32%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.96%	96.77%
CHEMBL1781	P11387	DNA topoisomerase I	90.52%	97.00%
CHEMBL5957	P21589	5'-nucleotidase	89.70%	97.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.59%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.49%	94.73%
CHEMBL4208	P20618	Proteasome component C5	89.11%	90.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.44%	85.94%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	87.22%	82.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.57%	86.92%
CHEMBL220	P22303	Acetylcholinesterase	85.24%	94.45%
CHEMBL3384	Q16512	Protein kinase N1	83.48%	80.71%
CHEMBL255	P29275	Adenosine A2b receptor	83.29%	98.59%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.11%	96.67%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.01%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.50%	92.62%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	82.46%	88.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.22%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.69%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.63%	96.47%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.55%	100.00%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	81.43%	97.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.26%	93.99%
CHEMBL226	P30542	Adenosine A1 receptor	80.48%	95.93%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.37%	95.56%
CHEMBL5028	O14672	ADAM10	80.17%	97.50%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	80.16%	92.38%

Plants that contains it

• Tacca chantrieri
• Tacca plantaginea

Cross-Links

• PubChem: 128141
• LOTUS: LTS0141167
• wikiData: Q105013996