(S)-Callophycin A

Details

• Internal ID: 587ea788-d8bd-4c95-8e45-41ee71881cc5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (3S)-2-[(4-hydroxyphenyl)methyl]-1,3,4,9-tetrahydropyrido[3,4-b]indole-3-carboxylic acid
• SMILES (Canonical): C1C(N(CC2=C1C3=CC=CC=C3N2)CC4=CC=C(C=C4)O)C(=O)O
• SMILES (Isomeric): C1[C@H](N(CC2=C1C3=CC=CC=C3N2)CC4=CC=C(C=C4)O)C(=O)O
• InChI: InChI=1S/C19H18N2O3/c22-13-7-5-12(6-8-13)10-21-11-17-15(9-18(21)19(23)24)14-3-1-2-4-16(14)20-17/h1-8,18,20,22H,9-11H2,(H,23,24)/t18-/m0/s1
• InChI Key: FWSRKMKBCXSLMT-SFHVURJKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈N₂O₃
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.13174244 g/mol
• Topological Polar Surface Area (TPSA): 76.60 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• (S)-Callophycin A
• BDBM50357547

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	+	0.5069	50.69%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7234	72.34%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.8209	82.09%
OCT2 inhibitior	-	0.7384	73.84%
BSEP inhibitior	+	0.8208	82.08%
P-glycoprotein inhibitior	-	0.8084	80.84%
P-glycoprotein substrate	-	0.6576	65.76%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.4072	40.72%
CYP3A4 inhibition	-	0.9398	93.98%
CYP2C9 inhibition	-	0.9144	91.44%
CYP2C19 inhibition	-	0.8828	88.28%
CYP2D6 inhibition	-	0.6600	66.00%
CYP1A2 inhibition	-	0.7089	70.89%
CYP2C8 inhibition	+	0.5118	51.18%
CYP inhibitory promiscuity	-	0.5254	52.54%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6431	64.31%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9288	92.88%
Skin irritation	-	0.7618	76.18%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7824	78.24%
Micronuclear	+	0.8274	82.74%
Hepatotoxicity	+	0.5267	52.67%
skin sensitisation	-	0.8890	88.90%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7997	79.97%
Acute Oral Toxicity (c)	III	0.5703	57.03%
Estrogen receptor binding	+	0.7025	70.25%
Androgen receptor binding	+	0.6924	69.24%
Thyroid receptor binding	-	0.5621	56.21%
Glucocorticoid receptor binding	-	0.4694	46.94%
Aromatase binding	+	0.5912	59.12%
PPAR gamma	+	0.7330	73.30%
Honey bee toxicity	-	0.7849	78.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7191	71.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.89%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.87%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.01%	95.56%
CHEMBL2535	P11166	Glucose transporter	90.85%	98.75%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	89.63%	91.71%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.40%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.68%	94.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.52%	95.89%
CHEMBL217	P14416	Dopamine D2 receptor	83.67%	95.62%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.34%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.26%	99.17%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.98%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56598207
• LOTUS: LTS0194287
• wikiData: Q105003559