[(2S)-2-hydroxy-3-phenylpropyl] (2R,3R)-3-[(2S)-1-[(3R,4S,5S)-4-[[(2S,3S)-2-[[(2S)-2-(dimethylamino)-3-methylbutanoyl]amino]-3-methylpentanoyl]-methylamino]-3-methoxy-5-methylheptanoyl]pyrrolidin-2-yl]-3-methoxy-2-methylpropanoate

Details

• Internal ID: 5aa01ec0-5583-4a0e-a6a7-02d96270f1c8
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: [(2S)-2-hydroxy-3-phenylpropyl] (2R,3R)-3-[(2S)-1-[(3R,4S,5S)-4-[[(2S,3S)-2-[[(2S)-2-(dimethylamino)-3-methylbutanoyl]amino]-3-methylpentanoyl]-methylamino]-3-methoxy-5-methylheptanoyl]pyrrolidin-2-yl]-3-methoxy-2-methylpropanoate
• SMILES (Canonical): CCC(C)C(C(CC(=O)N1CCCC1C(C(C)C(=O)OCC(CC2=CC=CC=C2)O)OC)OC)N(C)C(=O)C(C(C)CC)NC(=O)C(C(C)C)N(C)C
• SMILES (Isomeric): CC[C@H](C)[C@@H]([C@@H](CC(=O)N1CCC[C@H]1[C@@H]([C@@H](C)C(=O)OC[C@H](CC2=CC=CC=C2)O)OC)OC)N(C)C(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](C(C)C)N(C)C
• InChI: InChI=1S/C41H70N4O8/c1-13-27(5)35(42-39(48)36(26(3)4)43(8)9)40(49)44(10)37(28(6)14-2)33(51-11)24-34(47)45-22-18-21-32(45)38(52-12)29(7)41(50)53-25-31(46)23-30-19-16-15-17-20-30/h15-17,19-20,26-29,31-33,35-38,46H,13-14,18,21-25H2,1-12H3,(H,42,48)/t27-,28-,29+,31-,32-,33+,35-,36-,37-,38+/m0/s1
• InChI Key: SRDQCTAIKDYCFB-CCEKAITJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀N₄O₈
• Molecular Weight: 747.00 g/mol
• Exact Mass: 746.51936520 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 22

Synonyms

• CHEMBL5193481

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9199	91.99%
Caco-2	-	0.8374	83.74%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6312	63.12%
OATP2B1 inhibitior	-	0.5713	57.13%
OATP1B1 inhibitior	+	0.8335	83.35%
OATP1B3 inhibitior	+	0.9162	91.62%
MATE1 inhibitior	-	0.8217	82.17%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7606	76.06%
P-glycoprotein inhibitior	+	0.7583	75.83%
P-glycoprotein substrate	+	0.8683	86.83%
CYP3A4 substrate	+	0.7088	70.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7202	72.02%
CYP3A4 inhibition	-	0.7351	73.51%
CYP2C9 inhibition	-	0.8650	86.50%
CYP2C19 inhibition	-	0.8187	81.87%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.9293	92.93%
CYP2C8 inhibition	+	0.5547	55.47%
CYP inhibitory promiscuity	-	0.9378	93.78%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6296	62.96%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.8166	81.66%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4360	43.60%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.6534	65.34%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.8320	83.20%
Acute Oral Toxicity (c)	III	0.6707	67.07%
Estrogen receptor binding	+	0.7619	76.19%
Androgen receptor binding	+	0.7005	70.05%
Thyroid receptor binding	+	0.5447	54.47%
Glucocorticoid receptor binding	+	0.7574	75.74%
Aromatase binding	+	0.5981	59.81%
PPAR gamma	+	0.7484	74.84%
Honey bee toxicity	-	0.7385	73.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7851	78.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.92%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.49%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	96.52%	90.17%
CHEMBL3837	P07711	Cathepsin L	93.83%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.50%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.22%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.95%	85.14%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.88%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	91.33%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.15%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.14%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.59%	93.56%
CHEMBL4208	P20618	Proteasome component C5	89.10%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.01%	97.14%
CHEMBL5028	O14672	ADAM10	87.67%	97.50%
CHEMBL5203	P33316	dUTP pyrophosphatase	87.29%	99.18%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.50%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.78%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.88%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.27%	96.47%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.47%	100.00%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	80.78%	97.64%
CHEMBL2514	O95665	Neurotensin receptor 2	80.44%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.00%	93.03%

Plants that contains it

• Alstonia balansae
• Alstonia constricta
• Alstonia macrophylla
• Alstonia sphaerocapitata

Cross-Links

• PubChem: 9896863
• LOTUS: LTS0018514
• wikiData: Q105269647