N-[(3S,7Z,12R,19S)-16-[3-(diaminomethylideneamino)propyl]-9-[(4-hydroxyphenyl)methyl]-2,6,11,14,15,18-hexaoxo-12-propan-2-yl-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-3-yl]formamide

Details

• Internal ID: 4412f8db-9a16-4608-92a0-71643f0d2bf4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: N-[(3S,7Z,12R,19S)-16-[3-(diaminomethylideneamino)propyl]-9-[(4-hydroxyphenyl)methyl]-2,6,11,14,15,18-hexaoxo-12-propan-2-yl-1,5,10,13,17-pentazabicyclo[17.3.0]docos-7-en-3-yl]formamide
• SMILES (Canonical): CC(C)C1C(=O)NC(C=CC(=O)NCC(C(=O)N2CCCC2C(=O)NC(C(=O)C(=O)N1)CCCN=C(N)N)NC=O)CC3=CC=C(C=C3)O
• SMILES (Isomeric): CC(C)[C@@H]1C(=O)NC(/C=C\C(=O)NC[C@@H](C(=O)N2CCC[C@H]2C(=O)NC(C(=O)C(=O)N1)CCCN=C(N)N)NC=O)CC3=CC=C(C=C3)O
• InChI: InChI=1S/C32H45N9O8/c1-18(2)26-29(47)38-20(15-19-7-10-21(43)11-8-19)9-12-25(44)36-16-23(37-17-42)31(49)41-14-4-6-24(41)28(46)39-22(27(45)30(48)40-26)5-3-13-35-32(33)34/h7-12,17-18,20,22-24,26,43H,3-6,13-16H2,1-2H3,(H,36,44)(H,37,42)(H,38,47)(H,39,46)(H,40,48)(H4,33,34,35)/b12-9-/t20?,22?,23-,24-,26+/m0/s1
• InChI Key: SVYQPGIZYPRTIN-SIMDEJSOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₅N₉O₈
• Molecular Weight: 683.80 g/mol
• Exact Mass: 683.33910943 g/mol
• Topological Polar Surface Area (TPSA): 268.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7793	77.93%
Caco-2	-	0.8803	88.03%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5478	54.78%
OATP2B1 inhibitior	-	0.5752	57.52%
OATP1B1 inhibitior	+	0.8218	82.18%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9241	92.41%
P-glycoprotein inhibitior	+	0.7621	76.21%
P-glycoprotein substrate	+	0.8767	87.67%
CYP3A4 substrate	+	0.7119	71.19%
CYP2C9 substrate	-	0.6314	63.14%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.9565	95.65%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.8608	86.08%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7516	75.16%
CYP inhibitory promiscuity	-	0.9747	97.47%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6107	61.07%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9301	93.01%
Skin irritation	-	0.7430	74.30%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	-	0.6091	60.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4064	40.64%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5352	53.52%
skin sensitisation	-	0.8288	82.88%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6430	64.30%
Acute Oral Toxicity (c)	III	0.5921	59.21%
Estrogen receptor binding	+	0.7993	79.93%
Androgen receptor binding	+	0.6740	67.40%
Thyroid receptor binding	+	0.5991	59.91%
Glucocorticoid receptor binding	+	0.6575	65.75%
Aromatase binding	+	0.5657	56.57%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.7852	78.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.7386	73.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.63%	98.95%
CHEMBL204	P00734	Thrombin	99.48%	96.01%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.39%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.27%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.31%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	96.45%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.12%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.54%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	95.15%	90.71%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.97%	92.88%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.62%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.87%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	90.50%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.59%	88.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.38%	93.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	88.21%	91.76%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	86.87%	83.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.19%	100.00%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	85.94%	96.69%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.54%	91.38%
CHEMBL3524	P56524	Histone deacetylase 4	85.25%	92.97%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.21%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.46%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.21%	95.93%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	83.56%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.33%	97.25%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.70%	91.03%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	82.55%	99.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.40%	95.83%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.26%	89.67%
CHEMBL2535	P11166	Glucose transporter	81.98%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.31%	95.89%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.17%	82.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.55%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102077396
• LOTUS: LTS0142498
• wikiData: Q105262545