(2S)-N-[(3S,4S,7S,10Z)-7-[(2R)-butan-2-yl]-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-2-(dimethylamino)-3-phenylpropanamide

Details

• Internal ID: 03280163-1ef3-4b8a-aaf3-ff49c7d83bb7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S)-N-[(3S,4S,7S,10Z)-7-[(2R)-butan-2-yl]-5,8-dioxo-3-phenyl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-2-(dimethylamino)-3-phenylpropanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=CC=C(C=C2)OC(C(C(=O)N1)NC(=O)C(CC3=CC=CC=C3)N(C)C)C4=CC=CC=C4
• SMILES (Isomeric): CC[C@@H](C)[C@H]1C(=O)N/C=C\C2=CC=C(C=C2)O[C@H]([C@@H](C(=O)N1)NC(=O)[C@H](CC3=CC=CC=C3)N(C)C)C4=CC=CC=C4
• InChI: InChI=1S/C34H40N4O4/c1-5-23(2)29-33(40)35-21-20-24-16-18-27(19-17-24)42-31(26-14-10-7-11-15-26)30(34(41)36-29)37-32(39)28(38(3)4)22-25-12-8-6-9-13-25/h6-21,23,28-31H,5,22H2,1-4H3,(H,35,40)(H,36,41)(H,37,39)/b21-20-/t23-,28+,29+,30+,31+/m1/s1
• InChI Key: GVFKEVFAPIUOAI-CBMKCQLQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₀N₄O₄
• Molecular Weight: 568.70 g/mol
• Exact Mass: 568.30495577 g/mol
• Topological Polar Surface Area (TPSA): 99.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 4.10
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.7241	72.41%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4801	48.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8329	83.29%
OATP1B3 inhibitior	+	0.9241	92.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8568	85.68%
BSEP inhibitior	+	0.9926	99.26%
P-glycoprotein inhibitior	+	0.8633	86.33%
P-glycoprotein substrate	+	0.7001	70.01%
CYP3A4 substrate	+	0.6215	62.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7308	73.08%
CYP3A4 inhibition	+	0.7796	77.96%
CYP2C9 inhibition	-	0.8499	84.99%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.8606	86.06%
CYP1A2 inhibition	-	0.8076	80.76%
CYP2C8 inhibition	-	0.5778	57.78%
CYP inhibitory promiscuity	-	0.7155	71.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5841	58.41%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9681	96.81%
Skin irritation	-	0.7841	78.41%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9197	91.97%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8817	88.17%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5855	58.55%
Acute Oral Toxicity (c)	III	0.6491	64.91%
Estrogen receptor binding	+	0.6103	61.03%
Androgen receptor binding	+	0.6912	69.12%
Thyroid receptor binding	+	0.5179	51.79%
Glucocorticoid receptor binding	+	0.7453	74.53%
Aromatase binding	-	0.6326	63.26%
PPAR gamma	+	0.7421	74.21%
Honey bee toxicity	-	0.8696	86.96%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9819	98.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.50%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.42%	90.17%
CHEMBL3837	P07711	Cathepsin L	96.50%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.06%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.86%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.59%	99.17%
CHEMBL4072	P07858	Cathepsin B	88.47%	93.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.82%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	85.88%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.85%	90.08%
CHEMBL256	P0DMS8	Adenosine A3 receptor	83.64%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.64%	97.64%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.57%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.53%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.41%	96.37%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.79%	93.00%
CHEMBL255	P29275	Adenosine A2b receptor	81.28%	98.59%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.27%	85.11%

Plants that contains it

• Ceanothus americanus
• Discaria americana

Cross-Links

• PubChem: 162996761
• LOTUS: LTS0170004
• wikiData: Q105021114