(3S,7S,10S,13Z)-10-[(2R)-butan-2-yl]-6-[(2S)-2-(methylamino)-3-phenylpropanoyl]-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraene-8,11-dione

Details

• Internal ID: d012f346-8c98-4d2a-baae-54171939f559
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (3S,7S,10S,13Z)-10-[(2R)-butan-2-yl]-6-[(2S)-2-(methylamino)-3-phenylpropanoyl]-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraene-8,11-dione
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=CC=C(C=C2)OC3CCN(C3C(=O)N1)C(=O)C(CC4=CC=CC=C4)NC
• 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](CC4=CC=CC=C4)NC
• InChI: InChI=1S/C29H36N4O4/c1-4-19(2)25-27(34)31-16-14-20-10-12-22(13-11-20)37-24-15-17-33(26(24)28(35)32-25)29(36)23(30-3)18-21-8-6-5-7-9-21/h5-14,16,19,23-26,30H,4,15,17-18H2,1-3H3,(H,31,34)(H,32,35)/b16-14-/t19-,23+,24+,25+,26+/m1/s1
• InChI Key: OLALXNPCMVWJPU-NQKSCVGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₆N₄O₄
• Molecular Weight: 504.60 g/mol
• Exact Mass: 504.27365564 g/mol
• Topological Polar Surface Area (TPSA): 99.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.7239	72.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5790	57.90%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8632	86.32%
OATP1B3 inhibitior	+	0.9128	91.28%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9849	98.49%
P-glycoprotein inhibitior	+	0.9035	90.35%
P-glycoprotein substrate	+	0.7710	77.10%
CYP3A4 substrate	+	0.6519	65.19%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.7605	76.05%
CYP3A4 inhibition	+	0.7776	77.76%
CYP2C9 inhibition	-	0.8544	85.44%
CYP2C19 inhibition	-	0.7955	79.55%
CYP2D6 inhibition	-	0.8314	83.14%
CYP1A2 inhibition	-	0.9116	91.16%
CYP2C8 inhibition	-	0.5958	59.58%
CYP inhibitory promiscuity	-	0.8615	86.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9823	98.23%
Skin irritation	-	0.7915	79.15%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8871	88.71%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7026	70.26%
skin sensitisation	-	0.8920	89.20%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4845	48.45%
Acute Oral Toxicity (c)	III	0.6517	65.17%
Estrogen receptor binding	+	0.6477	64.77%
Androgen receptor binding	+	0.6786	67.86%
Thyroid receptor binding	+	0.5676	56.76%
Glucocorticoid receptor binding	+	0.7292	72.92%
Aromatase binding	-	0.6565	65.65%
PPAR gamma	+	0.7251	72.51%
Honey bee toxicity	-	0.8527	85.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9560	95.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.58%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	98.53%	90.17%
CHEMBL3837	P07711	Cathepsin L	97.65%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.12%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	95.72%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	93.13%	98.33%
CHEMBL1801	P00747	Plasminogen	86.61%	92.44%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.35%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.25%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.64%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.55%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.10%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.35%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.93%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.69%	90.71%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.86%	94.66%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.40%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.15%	97.25%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.06%	90.08%

Plants that contains it

• Paliurus ramosissimus

Cross-Links

• PubChem: 163190371
• LOTUS: LTS0004641
• wikiData: Q105193863