(1S,8R,11S,18R,21S,24R)-10,11-dimethyl-21-(2-methylpropyl)-24-[(S)-1-methylpropyl]-3,4,10,13,14,20,23,26,27-nonaazatetracyclo[24.4.0.03,8.013,18]triacontane-2,9,12,19,22,25-hexaone

Details

• Internal ID: 18a94605-31f6-4e25-8748-50181344a6ff
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (1S,8R,11S,18R,21S,24R)-24-[(2S)-butan-2-yl]-10,11-dimethyl-21-(2-methylpropyl)-3,4,10,13,14,20,23,26,27-nonazatetracyclo[24.4.0.03,8.013,18]triacontane-2,9,12,19,22,25-hexone
• SMILES (Canonical): CCC(C)C1C(=O)N2C(CCCN2)C(=O)N3C(CCCN3)C(=O)N(C(C(=O)N4C(CCCN4)C(=O)NC(C(=O)N1)CC(C)C)C)C
• SMILES (Isomeric): CC[C@H](C)[C@@H]1C(=O)N2[C@@H](CCCN2)C(=O)N3[C@H](CCCN3)C(=O)N([C@H](C(=O)N4[C@H](CCCN4)C(=O)N[C@H](C(=O)N1)CC(C)C)C)C
• InChI: InChI=1S/C31H53N9O6/c1-7-19(4)25-31(46)40-24(13-10-16-34-40)30(45)39-23(12-9-15-33-39)29(44)37(6)20(5)28(43)38-22(11-8-14-32-38)27(42)35-21(17-18(2)3)26(41)36-25/h18-25,32-34H,7-17H2,1-6H3,(H,35,42)(H,36,41)/t19-,20-,21-,22+,23+,24-,25+/m0/s1
• InChI Key: AHVYNRPQGLJIJS-MHVKPSTLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₃N₉O₆
• Molecular Weight: 647.80 g/mol
• Exact Mass: 647.41188044 g/mol
• Topological Polar Surface Area (TPSA): 176.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): -0.60
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

• (1S,8R,11S,18R,21S,24R)-10,11-dimethyl-21-(2-methylpropyl)-24-[(S)-1-methylpropyl]-3,4,10,13,14,20,23,26,27-nonaazatetracyclo[24.4.0.03,8.013,18]triacontane-2,9,12,19,22,25-hexaone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5492	54.92%
Caco-2	-	0.8113	81.13%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6484	64.84%
OATP2B1 inhibitior	+	0.5708	57.08%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9266	92.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6737	67.37%
P-glycoprotein inhibitior	+	0.6956	69.56%
P-glycoprotein substrate	+	0.7464	74.64%
CYP3A4 substrate	+	0.5959	59.59%
CYP2C9 substrate	-	0.6036	60.36%
CYP2D6 substrate	-	0.8307	83.07%
CYP3A4 inhibition	-	0.9630	96.30%
CYP2C9 inhibition	-	0.7253	72.53%
CYP2C19 inhibition	-	0.7899	78.99%
CYP2D6 inhibition	-	0.8904	89.04%
CYP1A2 inhibition	-	0.9038	90.38%
CYP2C8 inhibition	-	0.8150	81.50%
CYP inhibitory promiscuity	-	0.9916	99.16%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.7699	76.99%
Skin corrosion	-	0.9188	91.88%
Ames mutagenesis	-	0.6528	65.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5671	56.71%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8542	85.42%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5941	59.41%
Acute Oral Toxicity (c)	III	0.6527	65.27%
Estrogen receptor binding	+	0.7339	73.39%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.5891	58.91%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	+	0.6552	65.52%
Honey bee toxicity	-	0.8465	84.65%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.5290	52.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.35%	97.25%
CHEMBL2581	P07339	Cathepsin D	98.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	96.04%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.56%	90.08%
CHEMBL333	P08253	Matrix metalloproteinase-2	95.41%	96.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.31%	97.09%
CHEMBL3837	P07711	Cathepsin L	93.39%	96.61%
CHEMBL4072	P07858	Cathepsin B	92.14%	93.67%
CHEMBL332	P03956	Matrix metalloproteinase-1	91.51%	94.50%
CHEMBL1902	P62942	FK506-binding protein 1A	91.23%	97.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.16%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.14%	94.66%
CHEMBL220	P22303	Acetylcholinesterase	90.43%	94.45%
CHEMBL4616	Q92847	Ghrelin receptor	89.42%	92.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.32%	90.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	88.13%	92.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.10%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	87.66%	98.59%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	87.25%	90.93%
CHEMBL1949	P62937	Cyclophilin A	86.74%	98.57%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.99%	82.38%
CHEMBL228	P31645	Serotonin transporter	85.45%	95.51%
CHEMBL299	P17252	Protein kinase C alpha	85.08%	98.03%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.70%	86.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.33%	91.03%
CHEMBL2443	P49862	Kallikrein 7	83.67%	94.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.05%	97.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.26%	95.71%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.57%	93.99%
CHEMBL2996	Q05655	Protein kinase C delta	81.47%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.10%	93.00%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.98%	95.34%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.91%	99.18%

Plants that contains it

• Dryopteris fragrans

Cross-Links

• PubChem: 76335330
• LOTUS: LTS0267316
• wikiData: Q104998319