Mauritine A

Details

• Internal ID: ef79990c-0370-4835-9ad1-58163a075347
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: (2S)-N-[(2S)-1-[(3S,7S,10S,13Z)-10-benzyl-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(dimethylamino)propanamide
• SMILES (Canonical): CC(C)C(C(=O)N1CCC2C1C(=O)NC(C(=O)NC=CC3=CC=C(O2)C=C3)CC4=CC=CC=C4)NC(=O)C(C)N(C)C
• SMILES (Isomeric): C[C@@H](C(=O)N[C@@H](C(C)C)C(=O)N1CC[C@H]2[C@H]1C(=O)N[C@H](C(=O)N/C=C\C3=CC=C(O2)C=C3)CC4=CC=CC=C4)N(C)C
• InChI: InChI=1S/C32H41N5O5/c1-20(2)27(35-29(38)21(3)36(4)5)32(41)37-18-16-26-28(37)31(40)34-25(19-23-9-7-6-8-10-23)30(39)33-17-15-22-11-13-24(42-26)14-12-22/h6-15,17,20-21,25-28H,16,18-19H2,1-5H3,(H,33,39)(H,34,40)(H,35,38)/b17-15-/t21-,25-,26-,27-,28-/m0/s1
• InChI Key: OGCOHPMZUTVUAD-NHFZPNTRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₁N₅O₅
• Molecular Weight: 575.70 g/mol
• Exact Mass: 575.31076943 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• CHEBI:69167
• 38478-72-7
• CHEMBL1927951
• DTXSID701098168
• Q27137507
• (2S)-N-[(2S)-1-[(3S,7S,10S,13Z)-10-benzyl-8,11-dioxo-2-oxa-6,9,12-triazatricyclo[13.2.2.03,7]nonadeca-1(18),13,15(19),16-tetraen-6-yl]-3-methyl-1-oxobutan-2-yl]-2-(dimethylamino)propanamide
• Propanamide, 2-(dimethylamino)-N-[(1S)-2-methyl-1-[[(3aS,13S,15aS)-3,3a,11,12,13,14,15,15a-octahydro-12,15-dioxo-13-(phenylmethyl)-5,8-ethenopyrrolo[3,2-b][1,5,8]oxadiazacyclotetradecin-1(2H)-yl]carbonyl]propyl]-, (2S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9009	90.09%
Caco-2	-	0.7829	78.29%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6742	67.42%
OATP2B1 inhibitior	-	0.5674	56.74%
OATP1B1 inhibitior	+	0.8608	86.08%
OATP1B3 inhibitior	+	0.9212	92.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9167	91.67%
P-glycoprotein inhibitior	+	0.8556	85.56%
P-glycoprotein substrate	+	0.8374	83.74%
CYP3A4 substrate	+	0.7001	70.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7357	73.57%
CYP3A4 inhibition	+	0.7098	70.98%
CYP2C9 inhibition	-	0.8937	89.37%
CYP2C19 inhibition	-	0.8284	82.84%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.6025	60.25%
CYP inhibitory promiscuity	-	0.8817	88.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5398	53.98%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9585	95.85%
Skin irritation	-	0.7963	79.63%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8502	85.02%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.7304	73.04%
skin sensitisation	-	0.8868	88.68%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.6284	62.84%
Acute Oral Toxicity (c)	III	0.6608	66.08%
Estrogen receptor binding	+	0.7023	70.23%
Androgen receptor binding	+	0.6784	67.84%
Thyroid receptor binding	+	0.6137	61.37%
Glucocorticoid receptor binding	+	0.7588	75.88%
Aromatase binding	-	0.5129	51.29%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7482	74.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.69%	98.95%
CHEMBL4072	P07858	Cathepsin B	97.99%	93.67%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL3837	P07711	Cathepsin L	95.81%	96.61%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	94.21%	97.64%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.18%	85.14%
CHEMBL204	P00734	Thrombin	94.06%	96.01%
CHEMBL5103	Q969S8	Histone deacetylase 10	93.42%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.33%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.14%	93.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.64%	98.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.97%	97.25%
CHEMBL4588	P22894	Matrix metalloproteinase 8	89.29%	94.66%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.95%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.43%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.75%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.68%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.78%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.47%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	85.18%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.50%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.93%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.62%	95.89%
CHEMBL5028	O14672	ADAM10	82.77%	97.50%
CHEMBL2327	P21452	Neurokinin 2 receptor	82.12%	98.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.07%	88.56%
CHEMBL255	P29275	Adenosine A2b receptor	81.82%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.64%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.02%	94.45%

Plants that contains it

• Euphorbia helioscopia
• Ziziphus apetala
• Ziziphus jujuba
• Ziziphus nummularia

Cross-Links

• PubChem: 11353668
• NPASS: NPC254700
• LOTUS: LTS0272708
• wikiData: Q27137507