K-252C

Details

• Internal ID: 80d85f2a-8ae4-455f-b6d4-ac31560c2b76
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles > Pyrrolocarbazoles > Indolocarbazoles
• IUPAC Name: 3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaen-12-one
• InChI: InChI=1S/C20H13N3O/c24-20-17-12(9-21-20)15-10-5-1-3-7-13(10)22-18(15)19-16(17)11-6-2-4-8-14(11)23-19/h1-8,22-23H,9H2,(H,21,24)
• InChI Key: MEXUTNIFSHFQRG-UHFFFAOYSA-N
• Popularity: 49 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₃N₃O
• Molecular Weight: 311.30 g/mol
• Exact Mass: 311.105862047 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.20
• H-Bond Acceptor: 1
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• K252C
• RefChem:792611
• 632-917-2
• 85753-43-1
• Staurosporine aglycone
• staurosporinone
• 6,7,12,13-tetrahydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one
• HAJ5XS5HPF
• MFCD00236435
• K-252c; Staurosporinone
• STAUROSPORINE AGLYCON
• CHEMBL16958
• 6,7,12,13-Tetrahydro-5H-indolo-[2,3-a]pyrrolo[3,4-c]carbazol-5-one
• SD-1825
• 3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4,6,8,10,15,17,19,21-nonaen-12-one
• 5H-Indolo(2,3-a)pyrrolo(3,4-C)carbazol-5-one, 6,7,12,13-tetrahydro-
• 5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one, 6,7,12,13-tetrahydro-
• 6,7,12,13-Tetrahydro-5H-indolo(2,3-a)pyrrolo(3,4-C)carbazol-5-one
• UNII-HAJ5XS5HPF
• CBiol_002017
• BDBM2581
• K252c; Staurosporine Aglycone
• orb1707148
• SCHEMBL5440281
• SCHEMBL29374983
• SCHEMBL29389399
• Staurosporine aglycone, >=95%
• CHEBI:204201
• MEXUTNIFSHFQRG-UHFFFAOYSA-N
• Bio1_000303
• Bio1_000792
• Bio1_001281
• DTXSID801017989
• HMS3261B05
• HMS3674I19
• HY-N6736
• Tox21_500482
• EX-A14192
• HB0353
• HSCI1_000357
• AKOS024457029
• BS-1317
• CCG-221786
• DB08036
• LP00482
• SDCCGSBI-0633718.P001
• NCGC00167955-01
• NCGC00167955-02
• NCGC00261167-01
• BK162734
• DA-64684
• CS-0029278
• NS00069049
• C21126
• G12520
• K00232
• K-252c - CAS 85753-43-1
• BRD-K93879806-001-01-4
• Q27097269
• 6,7,12,13-tetrahydro-5-oxo-5H-indolo[2.3-a]pyrrolo [3,4-c]carbazole
• 3,13,23-triazahexacyclo[14.7.0.0^{2,10}.0^{4,9}.0^{11,15}.0^{17,22}]tricosa-1(16),2(10),4(9),5,7,11(15),17(22),18,20-nonaen-12-one
• 6,7,12,13-Tetrahydro-5H-Indolo[2,3-a]pyrrolo[3,4-c]carbazol-5-one; Antibiotic K 252c; SD 1825; Staurosporine Aglycon; Staurosporinone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7107	71.07%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5077	50.77%
OATP2B1 inhibitior	-	0.8490	84.90%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9325	93.25%
P-glycoprotein inhibitior	-	0.7448	74.48%
P-glycoprotein substrate	-	0.8044	80.44%
CYP3A4 substrate	-	0.5192	51.92%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8740	87.40%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.8059	80.59%
CYP2C19 inhibition	-	0.7137	71.37%
CYP2D6 inhibition	-	0.8318	83.18%
CYP1A2 inhibition	+	0.8940	89.40%
CYP2C8 inhibition	-	0.7337	73.37%
CYP inhibitory promiscuity	+	0.5928	59.28%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8800	88.00%
Skin irritation	-	0.7997	79.97%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.7136	71.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4843	48.43%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5594	55.94%
Acute Oral Toxicity (c)	III	0.5998	59.98%
Estrogen receptor binding	+	0.8996	89.96%
Androgen receptor binding	+	0.7205	72.05%
Thyroid receptor binding	+	0.6312	63.12%
Glucocorticoid receptor binding	+	0.8176	81.76%
Aromatase binding	+	0.8967	89.67%
PPAR gamma	+	0.8799	87.99%
Honey bee toxicity	-	0.8848	88.48%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.6285	62.85%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	49 nM	IC50	via Super-PRED
CHEMBL2872	P80192	Mitogen-activated protein kinase kinase kinase 9	138 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.93%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.89%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.39%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.64%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	93.50%	98.59%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	92.82%	85.30%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	91.62%	92.67%
CHEMBL240	Q12809	HERG	91.59%	89.76%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.02%	88.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.71%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.64%	80.96%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	88.62%	96.00%
CHEMBL5285	Q99683	Mitogen-activated protein kinase kinase kinase 5	88.40%	92.26%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	85.96%	96.47%
CHEMBL1781	P11387	DNA topoisomerase I	85.87%	97.00%
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	85.71%	95.72%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.59%	94.80%
CHEMBL1951	P21397	Monoamine oxidase A	85.28%	91.49%
CHEMBL4578	Q14680	Maternal embryonic leucine zipper kinase	85.16%	81.58%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.95%	83.10%
CHEMBL2535	P11166	Glucose transporter	83.24%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	82.93%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.21%	90.08%
CHEMBL3384	Q16512	Protein kinase N1	82.16%	80.71%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.70%	96.67%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.08%	93.03%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	81.04%	83.65%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.67%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3815
• LOTUS: LTS0120415
• wikiData: Q27097269