Deoxaphomin

Details

• Internal ID: 67043a0a-387e-4473-852c-a421f2f8a2f8
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (1R,3E,5R,9R,11E,13R,14S,16S,17R,18S)-18-benzyl-5,14-dihydroxy-9,16-dimethyl-15-methylidene-19-azatricyclo[11.7.0.01,17]icosa-3,11-diene-2,20-dione
• SMILES (Canonical): CC1CCCC(C=CC(=O)C23C(C=CC1)C(C(=C)C(C2C(NC3=O)CC4=CC=CC=C4)C)O)O
• SMILES (Isomeric): C[C@@H]1CCC[C@H](/C=C/C(=O)[C@]23[C@@H](/C=C/C1)[C@@H](C(=C)[C@H]([C@H]2[C@@H](NC3=O)CC4=CC=CC=C4)C)O)O
• InChI: InChI=1S/C29H37NO4/c1-18-9-7-13-22(31)15-16-25(32)29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1
• InChI Key: GPCJCBIEJCXNKC-TYHYBEHESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₇NO₄
• Molecular Weight: 463.60 g/mol
• Exact Mass: 463.27225866 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• CHEMBL2253152

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	-	0.8197	81.97%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6035	60.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8253	82.53%
OATP1B3 inhibitior	+	0.9253	92.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5630	56.30%
BSEP inhibitior	+	0.8198	81.98%
P-glycoprotein inhibitior	-	0.6985	69.85%
P-glycoprotein substrate	+	0.5973	59.73%
CYP3A4 substrate	+	0.6916	69.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8795	87.95%
CYP3A4 inhibition	-	0.7410	74.10%
CYP2C9 inhibition	-	0.8026	80.26%
CYP2C19 inhibition	-	0.7402	74.02%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.7738	77.38%
CYP2C8 inhibition	+	0.6468	64.68%
CYP inhibitory promiscuity	-	0.6244	62.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5002	50.02%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9737	97.37%
Skin irritation	-	0.7061	70.61%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6212	62.12%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5685	56.85%
skin sensitisation	-	0.8585	85.85%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.5828	58.28%
Acute Oral Toxicity (c)	III	0.4297	42.97%
Estrogen receptor binding	+	0.7463	74.63%
Androgen receptor binding	+	0.6155	61.55%
Thyroid receptor binding	-	0.4873	48.73%
Glucocorticoid receptor binding	+	0.7751	77.51%
Aromatase binding	+	0.6952	69.52%
PPAR gamma	+	0.7315	73.15%
Honey bee toxicity	-	0.7463	74.63%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9871	98.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.30%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.34%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.85%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.24%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.97%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.59%	95.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.12%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.64%	90.71%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.33%	96.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.31%	97.09%

Plants that contains it

• Aconitum brevicalcaratum
• Ammodendron conollyi
• Cirsium arvense
• Cirsium dipsacolepis
• Cocculus diversifolius
• Crinum kirkii
• Cytisus scoparius
• Dalea elegans
• Heliomeris longifolia var. annua
• Hypericum triquetrifolium
• Isodon japonicus
• Knightia deplanchei
• Mallotus rhamnifolius
• Malva sylvestris
• Mesembryanthemum emarcidum
• Nerium oleander
• Plantago lanceolata
• Ptilidium ciliare
• Scutellaria seleriana
• Solanum pimpinellifolium
• Sonchus arvensis
• Teucrium pestalozzae
• Trichotosia subsessilis
• Trifolium apertum
• Tripodanthus acutifolius
• Veronica pectinata

Cross-Links

• PubChem: 76333666
• NPASS: NPC199772
• LOTUS: LTS0149290
• wikiData: Q105014763