Ceanothamine B

Details

• Internal ID: cecd6f71-6869-4dd2-baab-39b12486ed37
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: N-[(10Z)-7-butan-2-yl-5,8-dioxo-3-propan-2-yl-2-oxa-6,9-diazabicyclo[10.2.2]hexadeca-1(14),10,12,15-tetraen-4-yl]-2-(dimethylamino)-4-methylpentanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC=CC2=CC=C(C=C2)OC(C(C(=O)N1)NC(=O)C(CC(C)C)N(C)C)C(C)C
• SMILES (Isomeric): CCC(C)C1C(=O)N/C=C\C2=CC=C(C=C2)OC(C(C(=O)N1)NC(=O)C(CC(C)C)N(C)C)C(C)C
• InChI: InChI=1S/C28H44N4O4/c1-9-19(6)23-27(34)29-15-14-20-10-12-21(13-11-20)36-25(18(4)5)24(28(35)30-23)31-26(33)22(32(7)8)16-17(2)3/h10-15,17-19,22-25H,9,16H2,1-8H3,(H,29,34)(H,30,35)(H,31,33)/b15-14-
• InChI Key: OMVRKRVDDRUXPW-PFONDFGASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₄N₄O₄
• Molecular Weight: 500.70 g/mol
• Exact Mass: 500.33625590 g/mol
• Topological Polar Surface Area (TPSA): 99.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

• 2-(Dimethylamino)-4-methyl-N-[3-(1-methylethyl)-7-(1-methylpropyl)-5,8-dioxo-2-oxa-6,9-diazabicyclo[10.2.2]-hexadeca-10,12,14,15-tetraen-4-yl]pentanamide, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9552	95.52%
Caco-2	-	0.6882	68.82%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4152	41.52%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8818	88.18%
BSEP inhibitior	+	0.9338	93.38%
P-glycoprotein inhibitior	+	0.7394	73.94%
P-glycoprotein substrate	+	0.7501	75.01%
CYP3A4 substrate	+	0.6268	62.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7308	73.08%
CYP3A4 inhibition	+	0.6889	68.89%
CYP2C9 inhibition	-	0.8895	88.95%
CYP2C19 inhibition	-	0.8205	82.05%
CYP2D6 inhibition	-	0.8684	86.84%
CYP1A2 inhibition	-	0.7996	79.96%
CYP2C8 inhibition	-	0.6567	65.67%
CYP inhibitory promiscuity	-	0.8884	88.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6238	62.38%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9635	96.35%
Skin irritation	-	0.7748	77.48%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7139	71.39%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6573	65.73%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6024	60.24%
Acute Oral Toxicity (c)	III	0.6459	64.59%
Estrogen receptor binding	+	0.6501	65.01%
Androgen receptor binding	+	0.6708	67.08%
Thyroid receptor binding	+	0.5296	52.96%
Glucocorticoid receptor binding	+	0.6429	64.29%
Aromatase binding	+	0.6235	62.35%
PPAR gamma	+	0.6693	66.93%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6149	61.49%
Fish aquatic toxicity	+	0.9285	92.85%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.91%	98.95%
CHEMBL3837	P07711	Cathepsin L	97.83%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.59%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.60%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	92.87%	97.79%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.56%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.35%	99.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.48%	90.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.95%	91.11%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.25%	90.93%
CHEMBL255	P29275	Adenosine A2b receptor	86.17%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.83%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL332	P03956	Matrix metalloproteinase-1	83.50%	94.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.40%	94.33%
CHEMBL4208	P20618	Proteasome component C5	83.21%	90.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.90%	98.05%
CHEMBL268	P43235	Cathepsin K	82.32%	96.85%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.03%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.99%	96.90%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.86%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.44%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 5316533
• NPASS: NPC148464