CID 13361282

Details

• Internal ID: bc396207-81fa-4ce6-98c9-55c445cd6bdd
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (1S,4R,7S,10S,13S,16S)-24-hydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone
• SMILES (Canonical): CC1C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)N(C2CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC(C(=O)N1)N(C2=O)C)O)C)C)CC5=CC=C(C=C5)OC)C)C
• SMILES (Isomeric): C[C@@H]1C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N([C@H]2CC3=CC=C(C=C3)OC4=C(C=CC(=C4)C[C@@H](C(=O)N1)N(C2=O)C)O)C)C)CC5=CC=C(C=C5)OC)C)C
• InChI: InChI=1S/C40H48N6O9/c1-22-35(48)42-23(2)38(51)44(4)30(18-25-8-13-28(54-7)14-9-25)37(50)43-24(3)39(52)46(6)32-19-26-10-15-29(16-11-26)55-34-21-27(12-17-33(34)47)20-31(36(49)41-22)45(5)40(32)53/h8-17,21-24,30-32,47H,18-20H2,1-7H3,(H,41,49)(H,42,48)(H,43,50)/t22-,23+,24+,30+,31+,32+/m1/s1
• InChI Key: VXVGFMUNENQGFW-LZQLRFBTSA-N
• Popularity: 21 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₈N₆O₉
• Molecular Weight: 756.80 g/mol
• Exact Mass: 756.34827713 g/mol
• Topological Polar Surface Area (TPSA): 187.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

• C40H48N6O9
• C40-H48-N6-O9.5/4H2-O
• CHEMBL404613
• 22-Oxa-3,6,9,12,15,29-hexaazatetracyclo[14.12.2.218,21.123,27]tritriacontane, cyclic peptide deriv.
• HY-N10790
• CS-0636073
• (1S,4R,7S,10S,13S,16S)-24-Hydroxy-10-[(4-methoxyphenyl)methyl]-4,7,9,13,15,29-hexamethyl-22-oxa-3,6,9,12,15,29-hexazatetracyclo[14.12.2.218,21.123,27]tritriaconta-18,20,23,25,27(31),32-hexaene-2,5,8,11,14,30-hexone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6226	62.26%
Caco-2	-	0.8237	82.37%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Nucleus	0.5523	55.23%
OATP2B1 inhibitior	+	0.7194	71.94%
OATP1B1 inhibitior	+	0.8589	85.89%
OATP1B3 inhibitior	+	0.9243	92.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8633	86.33%
BSEP inhibitior	+	0.9712	97.12%
P-glycoprotein inhibitior	+	0.8280	82.80%
P-glycoprotein substrate	+	0.9344	93.44%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	0.8060	80.60%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.5982	59.82%
CYP inhibitory promiscuity	-	0.8681	86.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.8003	80.03%
Skin corrosion	-	0.9478	94.78%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7448	74.48%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7237	72.37%
Acute Oral Toxicity (c)	III	0.6888	68.88%
Estrogen receptor binding	+	0.8147	81.47%
Androgen receptor binding	+	0.7875	78.75%
Thyroid receptor binding	+	0.6319	63.19%
Glucocorticoid receptor binding	+	0.7367	73.67%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	+	0.7900	79.00%
Honey bee toxicity	-	0.7857	78.57%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8559	85.59%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	15.8 nM	Potency	via Super-PRED
CHEMBL5401	P42226	Signal transducer and activator of transcription 6	199.5 nM	Potency	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	199.5 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.71%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.57%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.48%	94.45%
CHEMBL4208	P20618	Proteasome component C5	95.10%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.60%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.75%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.99%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.97%	90.71%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.44%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL1902	P62942	FK506-binding protein 1A	86.98%	97.05%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.30%	90.24%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.46%	80.78%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.82%	97.25%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.71%	93.99%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.49%	95.50%
CHEMBL2535	P11166	Glucose transporter	80.25%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.23%	97.33%

Plants that contains it

• Rubia cordifolia
• Rubia yunnanensis

Cross-Links

• PubChem: 13361282
• NPASS: NPC32064
• ChEMBL: CHEMBL404613
• LOTUS: LTS0090709
• wikiData: Q104397008