(3S,7S,10S,13Z)-10-[(2R)-butan-2-yl]-6-[(2S)-2-(dimethylamino)-3-phenylpropanoyl]-16-hydroxy-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(17),13,15,18-tetraene-8,11-dione

Details

• Internal ID: 560e550a-0c80-4edd-81e6-76a725893160
• 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-(dimethylamino)-3-phenylpropanoyl]-16-hydroxy-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(17),13,15,18-tetraene-8,11-dione
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=C(C=C(C=C2)OC3CCN(C3C(=O)N1)C(=O)C(CC4=CC=CC=C4)N(C)C)O
• SMILES (Isomeric): CC[C@@H](C)[C@H]1C(=O)N/C=C\C2=C(C=C(C=C2)O[C@H]3CCN([C@@H]3C(=O)N1)C(=O)[C@H](CC4=CC=CC=C4)N(C)C)O
• InChI: InChI=1S/C30H38N4O5/c1-5-19(2)26-28(36)31-15-13-21-11-12-22(18-24(21)35)39-25-14-16-34(27(25)29(37)32-26)30(38)23(33(3)4)17-20-9-7-6-8-10-20/h6-13,15,18-19,23,25-27,35H,5,14,16-17H2,1-4H3,(H,31,36)(H,32,37)/b15-13-/t19-,23+,25+,26+,27+/m1/s1
• InChI Key: QKRCTKQLNFTDDO-LCEMBLBOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₈N₄O₅
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.28422033 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 6
• 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	+	0.9244	92.44%
Caco-2	-	0.6768	67.68%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	0.5814	58.14%
OATP1B1 inhibitior	+	0.8455	84.55%
OATP1B3 inhibitior	+	0.9003	90.03%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9640	96.40%
P-glycoprotein inhibitior	+	0.8792	87.92%
P-glycoprotein substrate	+	0.7645	76.45%
CYP3A4 substrate	+	0.6849	68.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7292	72.92%
CYP3A4 inhibition	+	0.5159	51.59%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	-	0.8301	83.01%
CYP2D6 inhibition	-	0.8891	88.91%
CYP1A2 inhibition	-	0.9143	91.43%
CYP2C8 inhibition	+	0.5218	52.18%
CYP inhibitory promiscuity	-	0.9344	93.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6058	60.58%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9726	97.26%
Skin irritation	-	0.7884	78.84%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4021	40.21%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.6651	66.51%
skin sensitisation	-	0.8844	88.44%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8057	80.57%
Acute Oral Toxicity (c)	III	0.6795	67.95%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	+	0.6709	67.09%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7644	76.44%
Aromatase binding	-	0.5483	54.83%
PPAR gamma	+	0.7643	76.43%
Honey bee toxicity	-	0.8067	80.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9676	96.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.58%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.83%	91.11%
CHEMBL204	P00734	Thrombin	92.01%	96.01%
CHEMBL4072	P07858	Cathepsin B	89.79%	93.67%
CHEMBL220	P22303	Acetylcholinesterase	89.24%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.00%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.89%	90.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.78%	99.17%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.16%	97.64%
CHEMBL4208	P20618	Proteasome component C5	87.11%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.43%	93.03%
CHEMBL221	P23219	Cyclooxygenase-1	84.43%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.41%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.09%	86.33%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.79%	91.71%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.79%	98.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.64%	93.99%
CHEMBL3837	P07711	Cathepsin L	81.46%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.32%	89.00%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.20%	95.48%

Plants that contains it

• Paliurus ramosissimus

Cross-Links

• PubChem: 163186710
• LOTUS: LTS0136846
• wikiData: Q105223278