N-[2,4,12,15,17,25-hexamethyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexazabicyclo[12.12.4]triacontan-7-yl]quinoxaline-2-carboxamide

Details

• Internal ID: a57df455-02ec-4760-9800-31336f6c424f
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[2,4,12,15,17,25-hexamethyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexazabicyclo[12.12.4]triacontan-7-yl]quinoxaline-2-carboxamide
• SMILES (Canonical): CC1C(=O)N(C2CSSCC(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)C
• SMILES (Isomeric): CC1C(=O)N(C2CSSCC(C(=O)N(C(C(=O)OCC(C(=O)N1)NC(=O)C3=NC4=CC=CC=C4N=C3)C(C)C)C)N(C(=O)C(NC(=O)C(COC(=O)C(N(C2=O)C)C(C)C)NC(=O)C5=NC6=CC=CC=C6N=C5)C)C)C
• InChI: InChI=1S/C50H62N12O12S2/c1-25(2)39-49(71)73-21-35(57-41(63)33-19-51-29-15-11-13-17-31(29)55-33)43(65)53-28(6)46(68)60(8)38-24-76-75-23-37(47(69)61(39)9)59(7)45(67)27(5)54-44(66)36(22-74-50(72)40(26(3)4)62(10)48(38)70)58-42(64)34-20-52-30-16-12-14-18-32(30)56-34/h11-20,25-28,35-40H,21-24H2,1-10H3,(H,53,65)(H,54,66)(H,57,63)(H,58,64)
• InChI Key: GULVULFEAVZHHC-UHFFFAOYSA-N
• Popularity: 48 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₆₂N₁₂O₁₂S₂
• Molecular Weight: 1087.20 g/mol
• Exact Mass: 1086.40515781 g/mol
• Topological Polar Surface Area (TPSA): 352.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 18
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• 13758-27-5
• N-[2,4,12,15,17,25-hexamethyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexazabicyclo[12.12.4]triacontan-7-yl]quinoxaline-2-carboxamide
• NSC244425
• N-[(1S,4S,7R,11S,14S,17S,20R,24S)-2,4,12,15,17,25-hexamethyl-3,6,10,13,16,19,23,26-octaoxo-11,24-di(propan-2-yl)-20-(quinoxaline-2-carbonylamino)-9,22-dioxa-28,29-dithia-2,5,12,15,18,25-hexazabicyclo[12.12.4]triacontan-7-yl]quinoxaline-2-carboxamide
• CHEMBL2007041
• NSC-244425
• NCI60_001953
• L-Valine, bimol. lactone, cyclic disulfide
• B100928K382

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7606	76.06%
Caco-2	-	0.8584	85.84%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4213	42.13%
OATP2B1 inhibitior	-	0.7108	71.08%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9314	93.14%
MATE1 inhibitior	-	0.7823	78.23%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9073	90.73%
P-glycoprotein inhibitior	+	0.7516	75.16%
P-glycoprotein substrate	+	0.7325	73.25%
CYP3A4 substrate	+	0.6682	66.82%
CYP2C9 substrate	-	0.5595	55.95%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	+	0.5672	56.72%
CYP2C9 inhibition	-	0.7743	77.43%
CYP2C19 inhibition	-	0.7642	76.42%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	-	0.7194	71.94%
CYP2C8 inhibition	+	0.5199	51.99%
CYP inhibitory promiscuity	-	0.9332	93.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6419	64.19%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7811	78.11%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8561	85.61%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9337	93.37%
Nephrotoxicity	-	0.7253	72.53%
Acute Oral Toxicity (c)	III	0.5982	59.82%
Estrogen receptor binding	+	0.7975	79.75%
Androgen receptor binding	+	0.7651	76.51%
Thyroid receptor binding	+	0.6631	66.31%
Glucocorticoid receptor binding	+	0.7125	71.25%
Aromatase binding	+	0.6768	67.68%
PPAR gamma	+	0.8129	81.29%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5347	53.47%
Fish aquatic toxicity	+	0.9699	96.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.21%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.59%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.27%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	94.50%	93.10%
CHEMBL2581	P07339	Cathepsin D	93.27%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.64%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	88.12%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.48%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.54%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.46%	91.11%
CHEMBL4208	P20618	Proteasome component C5	86.29%	90.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.17%	97.64%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.06%	87.67%
CHEMBL3310	Q96DB2	Histone deacetylase 11	84.80%	88.56%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	84.67%	95.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.26%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.10%	90.71%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	83.74%	89.44%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.62%	96.77%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.55%	90.08%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	83.16%	88.42%
CHEMBL255	P29275	Adenosine A2b receptor	82.77%	98.59%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.61%	95.71%
CHEMBL5028	O14672	ADAM10	81.84%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.83%	97.33%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.10%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 316447
• LOTUS: LTS0232608
• wikiData: Q105020260