2-(dimethylamino)-N-[11-hydroxy-7-(1H-indol-3-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),12,15-trien-4-yl]-3-methylpentanamide

Details

• Internal ID: 02cae64f-8321-4754-bc39-c09633fb56ad
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-(dimethylamino)-N-[11-hydroxy-7-(1H-indol-3-ylmethyl)-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),12,15-trien-4-yl]-3-methylpentanamide
• SMILES (Canonical): CCC(C)C(C(=O)NC1C(OC2=CC=C(C=C2)C(CNC(=O)C(NC1=O)CC3=CNC4=CC=CC=C43)O)C(C)C)N(C)C
• SMILES (Isomeric): CCC(C)C(C(=O)NC1C(OC2=CC=C(C=C2)C(CNC(=O)C(NC1=O)CC3=CNC4=CC=CC=C43)O)C(C)C)N(C)C
• InChI: InChI=1S/C33H45N5O5/c1-7-20(4)29(38(5)6)33(42)37-28-30(19(2)3)43-23-14-12-21(13-15-23)27(39)18-35-31(40)26(36-32(28)41)16-22-17-34-25-11-9-8-10-24(22)25/h8-15,17,19-20,26-30,34,39H,7,16,18H2,1-6H3,(H,35,40)(H,36,41)(H,37,42)
• InChI Key: MMMSPIBCDFEOIH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₅N₅O₅
• Molecular Weight: 591.70 g/mol
• Exact Mass: 591.34206955 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9191	91.91%
Caco-2	-	0.8030	80.30%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.3676	36.76%
OATP2B1 inhibitior	-	0.5653	56.53%
OATP1B1 inhibitior	+	0.8671	86.71%
OATP1B3 inhibitior	+	0.9141	91.41%
MATE1 inhibitior	-	0.5299	52.99%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9631	96.31%
P-glycoprotein inhibitior	+	0.7689	76.89%
P-glycoprotein substrate	+	0.7881	78.81%
CYP3A4 substrate	+	0.6973	69.73%
CYP2C9 substrate	-	0.7887	78.87%
CYP2D6 substrate	-	0.6819	68.19%
CYP3A4 inhibition	-	0.6659	66.59%
CYP2C9 inhibition	-	0.8104	81.04%
CYP2C19 inhibition	-	0.8348	83.48%
CYP2D6 inhibition	-	0.8772	87.72%
CYP1A2 inhibition	-	0.9049	90.49%
CYP2C8 inhibition	+	0.4604	46.04%
CYP inhibitory promiscuity	-	0.8505	85.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5648	56.48%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9518	95.18%
Skin irritation	-	0.7946	79.46%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4756	47.56%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5726	57.26%
skin sensitisation	-	0.8825	88.25%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7647	76.47%
Acute Oral Toxicity (c)	III	0.6017	60.17%
Estrogen receptor binding	+	0.7664	76.64%
Androgen receptor binding	+	0.6623	66.23%
Thyroid receptor binding	+	0.5885	58.85%
Glucocorticoid receptor binding	+	0.7620	76.20%
Aromatase binding	+	0.5647	56.47%
PPAR gamma	+	0.7696	76.96%
Honey bee toxicity	-	0.7277	72.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.7588	75.88%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.60%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	96.85%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.10%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	95.34%	98.59%
CHEMBL3310	Q96DB2	Histone deacetylase 11	94.12%	88.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.22%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.71%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.71%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.76%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.72%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.44%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.54%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	86.09%	94.73%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.80%	97.64%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.37%	94.45%
CHEMBL3837	P07711	Cathepsin L	83.05%	96.61%
CHEMBL333	P08253	Matrix metalloproteinase-2	82.06%	96.31%
CHEMBL4073	P09237	Matrix metalloproteinase 7	81.86%	97.56%
CHEMBL2535	P11166	Glucose transporter	80.78%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.00%	89.62%

Plants that contains it

• Discaria americana

Cross-Links

• PubChem: 101427824
• LOTUS: LTS0157334
• wikiData: Q104888453