(2S)-2-(dimethylamino)-N-[(3R,4S,7S,10E)-7-(2-methylpropyl)-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-phenylpropanamide

Details

• Internal ID: 27666f43-4870-4811-887e-8e04db043c68
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-2-(dimethylamino)-N-[(3R,4S,7S,10E)-7-(2-methylpropyl)-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-phenylpropanamide
• SMILES (Canonical): CC(C)CC1C(=O)NC=CC2=CC=C(C=C2)OC(C(C(=O)N1)NC(=O)C(CC3=CC=CC=C3)N(C)C)C(C)C
• SMILES (Isomeric): CC(C)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)C(C)C
• InChI: InChI=1S/C31H42N4O4/c1-20(2)18-25-29(36)32-17-16-22-12-14-24(15-13-22)39-28(21(3)4)27(31(38)33-25)34-30(37)26(35(5)6)19-23-10-8-7-9-11-23/h7-17,20-21,25-28H,18-19H2,1-6H3,(H,32,36)(H,33,38)(H,34,37)/b17-16+/t25-,26-,27-,28+/m0/s1
• InChI Key: TVUQUDJOLFMOKT-GEPZDBDTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₂N₄O₄
• Molecular Weight: 534.70 g/mol
• Exact Mass: 534.32060583 g/mol
• Topological Polar Surface Area (TPSA): 99.80 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 3.38
• 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	+	0.9772	97.72%
Caco-2	-	0.6623	66.23%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3636	36.36%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8568	85.68%
BSEP inhibitior	+	0.9820	98.20%
P-glycoprotein inhibitior	+	0.8557	85.57%
P-glycoprotein substrate	+	0.7493	74.93%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7308	73.08%
CYP3A4 inhibition	+	0.7854	78.54%
CYP2C9 inhibition	-	0.8974	89.74%
CYP2C19 inhibition	-	0.7733	77.33%
CYP2D6 inhibition	-	0.8643	86.43%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	-	0.6074	60.74%
CYP inhibitory promiscuity	-	0.8526	85.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5790	57.90%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9595	95.95%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.5978	59.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8501	85.01%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5602	56.02%
skin sensitisation	-	0.8803	88.03%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6215	62.15%
Acute Oral Toxicity (c)	III	0.6608	66.08%
Estrogen receptor binding	+	0.6653	66.53%
Androgen receptor binding	+	0.7233	72.33%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	+	0.7432	74.32%
Aromatase binding	-	0.5329	53.29%
PPAR gamma	+	0.7696	76.96%
Honey bee toxicity	-	0.8234	82.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5349	53.49%
Fish aquatic toxicity	+	0.9556	95.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.59%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	96.91%	90.17%
CHEMBL3837	P07711	Cathepsin L	96.13%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.40%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	91.37%	90.20%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	88.44%	97.64%
CHEMBL3401	O75469	Pregnane X receptor	86.34%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.08%	95.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.81%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.92%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.90%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.50%	97.14%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.46%	93.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.13%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.07%	99.23%

Plants that contains it

• Ceanothus sanguineus
• Discaria americana
• Discaria pubescens
• Melochia corchorifolia
• Melochia pyramidata
• Paliurus spina-christi
• Ziziphus jujuba
• Ziziphus lotus
• Ziziphus nummularia

Cross-Links

• PubChem: 101921947
• LOTUS: LTS0008447
• wikiData: Q104250287