(2S,3S)-N-[(2S)-1-[(3S,7S,10S,13Z)-10-[(2R)-butan-2-yl]-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraen-6-yl]-4-methyl-1-oxopentan-2-yl]-2-(dimethylamino)-3-methylpentanamide

Details

• Internal ID: 50a76695-09d2-40e7-b992-5cc9ceea21c0
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S,3S)-N-[(2S)-1-[(3S,7S,10S,13Z)-10-[(2R)-butan-2-yl]-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraen-6-yl]-4-methyl-1-oxopentan-2-yl]-2-(dimethylamino)-3-methylpentanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=CC=C(C=C2)OC3CCN(C3C(=O)N1)C(=O)C(CC(C)C)NC(=O)C(C(C)CC)N(C)C
• SMILES (Isomeric): CC[C@@H](C)[C@H]1C(=O)N/C=C\C2=CC=C(C=C2)O[C@H]3CCN([C@@H]3C(=O)N1)C(=O)[C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)CC)N(C)C
• InChI: InChI=1S/C33H51N5O5/c1-9-21(5)27-30(39)34-17-15-23-11-13-24(14-12-23)43-26-16-18-38(29(26)32(41)36-27)33(42)25(19-20(3)4)35-31(40)28(37(7)8)22(6)10-2/h11-15,17,20-22,25-29H,9-10,16,18-19H2,1-8H3,(H,34,39)(H,35,40)(H,36,41)/b17-15-/t21-,22+,25+,26+,27+,28+,29+/m1/s1
• InChI Key: AOJOFALXLFIDNA-LPAABWEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₁N₅O₅
• Molecular Weight: 597.80 g/mol
• Exact Mass: 597.38901974 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.17
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

• 55609-21-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9409	94.09%
Caco-2	-	0.7808	78.08%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6032	60.32%
OATP2B1 inhibitior	-	0.5657	56.57%
OATP1B1 inhibitior	+	0.8535	85.35%
OATP1B3 inhibitior	+	0.8980	89.80%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9456	94.56%
P-glycoprotein inhibitior	+	0.8048	80.48%
P-glycoprotein substrate	+	0.8359	83.59%
CYP3A4 substrate	+	0.6823	68.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7357	73.57%
CYP3A4 inhibition	-	0.5074	50.74%
CYP2C9 inhibition	-	0.8884	88.84%
CYP2C19 inhibition	-	0.8750	87.50%
CYP2D6 inhibition	-	0.8911	89.11%
CYP1A2 inhibition	-	0.8549	85.49%
CYP2C8 inhibition	-	0.6493	64.93%
CYP inhibitory promiscuity	-	0.9439	94.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5670	56.70%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.7882	78.82%
Skin corrosion	-	0.9165	91.65%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4050	40.50%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6616	66.16%
Acute Oral Toxicity (c)	III	0.6414	64.14%
Estrogen receptor binding	+	0.7554	75.54%
Androgen receptor binding	+	0.6628	66.28%
Thyroid receptor binding	+	0.5640	56.40%
Glucocorticoid receptor binding	+	0.7302	73.02%
Aromatase binding	+	0.5898	58.98%
PPAR gamma	+	0.7417	74.17%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8132	81.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.86%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.48%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.42%	93.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	95.25%	90.08%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.37%	98.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.49%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.93%	88.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	90.77%	94.66%
CHEMBL4208	P20618	Proteasome component C5	89.81%	90.00%
CHEMBL237	P41145	Kappa opioid receptor	89.24%	98.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.14%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.85%	97.64%
CHEMBL221	P23219	Cyclooxygenase-1	88.81%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.85%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.76%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.68%	97.14%
CHEMBL255	P29275	Adenosine A2b receptor	87.45%	98.59%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.73%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.47%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.84%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.38%	94.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.09%	96.21%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.97%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.03%	99.17%
CHEMBL204	P00734	Thrombin	82.94%	96.01%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.93%	96.47%
CHEMBL2514	O95665	Neurotensin receptor 2	82.22%	100.00%
CHEMBL3691	Q13822	Autotaxin	81.45%	96.39%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.84%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.43%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.14%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.12%	94.45%

Plants that contains it

• Ziziphus jujuba
• Ziziphus nummularia
• Ziziphus xylopyrus

Cross-Links

• PubChem: 102146051
• NPASS: NPC96132
• LOTUS: LTS0246621
• wikiData: Q104915733