(2S,3R)-2-(dimethylamino)-N-[(3R,4S,7S,10E)-7-(1H-indol-3-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-methylpentanamide

Details

• Internal ID: e182d094-2061-4c85-8d4e-f33a7453ef85
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S,3R)-2-(dimethylamino)-N-[(3R,4S,7S,10E)-7-(1H-indol-3-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-3-methylpentanamide
• SMILES (Canonical): CCC(C)C(C(=O)NC1C(OC2=CC=C(C=C2)C=CNC(=O)C(NC1=O)CC3=CNC4=CC=CC=C43)C(C)C)N(C)C
• SMILES (Isomeric): CC[C@@H](C)[C@@H](C(=O)N[C@H]1[C@H](OC2=CC=C(C=C2)/C=C/NC(=O)[C@@H](NC1=O)CC3=CNC4=CC=CC=C43)C(C)C)N(C)C
• InChI: InChI=1S/C33H43N5O4/c1-7-21(4)29(38(5)6)33(41)37-28-30(20(2)3)42-24-14-12-22(13-15-24)16-17-34-31(39)27(36-32(28)40)18-23-19-35-26-11-9-8-10-25(23)26/h8-17,19-21,27-30,35H,7,18H2,1-6H3,(H,34,39)(H,36,40)(H,37,41)/b17-16+/t21-,27+,28+,29+,30-/m1/s1
• InChI Key: SCJZVYYNGPHJMK-LMVSBBLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₃N₅O₄
• Molecular Weight: 573.70 g/mol
• Exact Mass: 573.33150487 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 3.86
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	-	0.7489	74.89%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4167	41.67%
OATP2B1 inhibitior	-	0.7124	71.24%
OATP1B1 inhibitior	+	0.8618	86.18%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.6504	65.04%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9903	99.03%
P-glycoprotein inhibitior	+	0.8600	86.00%
P-glycoprotein substrate	+	0.7670	76.70%
CYP3A4 substrate	+	0.6882	68.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7449	74.49%
CYP3A4 inhibition	+	0.6696	66.96%
CYP2C9 inhibition	-	0.8104	81.04%
CYP2C19 inhibition	-	0.7697	76.97%
CYP2D6 inhibition	-	0.8104	81.04%
CYP1A2 inhibition	-	0.7517	75.17%
CYP2C8 inhibition	-	0.5582	55.82%
CYP inhibitory promiscuity	+	0.5656	56.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4967	49.67%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9589	95.89%
Skin irritation	-	0.7909	79.09%
Skin corrosion	-	0.9298	92.98%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8336	83.36%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5643	56.43%
skin sensitisation	-	0.8734	87.34%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6427	64.27%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	+	0.7569	75.69%
Androgen receptor binding	+	0.7143	71.43%
Thyroid receptor binding	+	0.6098	60.98%
Glucocorticoid receptor binding	+	0.7796	77.96%
Aromatase binding	-	0.4934	49.34%
PPAR gamma	+	0.7829	78.29%
Honey bee toxicity	-	0.7858	78.58%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9498	94.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.80%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.16%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	95.46%	92.62%
CHEMBL3837	P07711	Cathepsin L	95.23%	96.61%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.35%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	92.31%	98.59%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.64%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.25%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.49%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.48%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.24%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.25%	97.64%
CHEMBL213	P08588	Beta-1 adrenergic receptor	87.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.94%	99.17%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	84.63%	83.10%
CHEMBL340	P08684	Cytochrome P450 3A4	83.23%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.12%	94.73%
CHEMBL4073	P09237	Matrix metalloproteinase 7	82.50%	97.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.45%	85.14%
CHEMBL1949	P62937	Cyclophilin A	82.23%	98.57%
CHEMBL321	P14780	Matrix metalloproteinase 9	81.25%	92.12%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.13%	96.47%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.76%	90.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.20%	96.90%
CHEMBL2996	Q05655	Protein kinase C delta	80.16%	97.79%

Plants that contains it

• Ceanothus integerrimus
• Ceanothus sanguineus
• Discaria americana

Cross-Links

• PubChem: 101921950
• LOTUS: LTS0217817
• wikiData: Q104403422