Cryptophycin G

Details

• Internal ID: 37a563b4-0533-4855-8695-cdc95e934e30
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: (2S)-3-(3-chloro-4-methoxyphenyl)-2-[[(E,5S,6S,7R,8S)-5,7,8-trihydroxy-6-methyl-8-phenyloct-2-enoyl]amino]propanoic acid
• SMILES (Canonical): CC(C(CC=CC(=O)NC(CC1=CC(=C(C=C1)OC)Cl)C(=O)O)O)C(C(C2=CC=CC=C2)O)O
• SMILES (Isomeric): C[C@@H]([C@H](C/C=C/C(=O)N[C@@H](CC1=CC(=C(C=C1)OC)Cl)C(=O)O)O)[C@H]([C@H](C2=CC=CC=C2)O)O
• InChI: InChI=1S/C25H30ClNO7/c1-15(23(30)24(31)17-7-4-3-5-8-17)20(28)9-6-10-22(29)27-19(25(32)33)14-16-11-12-21(34-2)18(26)13-16/h3-8,10-13,15,19-20,23-24,28,30-31H,9,14H2,1-2H3,(H,27,29)(H,32,33)/b10-6+/t15-,19-,20-,23+,24-/m0/s1
• InChI Key: JCCRURJDQIVIFI-URPFFZMFSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₀ClNO₇
• Molecular Weight: 492.00 g/mol
• Exact Mass: 491.1710800 g/mol
• Topological Polar Surface Area (TPSA): 136.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8371	83.71%
Caco-2	-	0.8406	84.06%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5745	57.45%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8294	82.94%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	+	0.7858	78.58%
P-glycoprotein inhibitior	-	0.4509	45.09%
P-glycoprotein substrate	-	0.5758	57.58%
CYP3A4 substrate	+	0.6351	63.51%
CYP2C9 substrate	-	0.6009	60.09%
CYP2D6 substrate	-	0.8712	87.12%
CYP3A4 inhibition	-	0.6616	66.16%
CYP2C9 inhibition	-	0.8213	82.13%
CYP2C19 inhibition	-	0.7568	75.68%
CYP2D6 inhibition	-	0.8225	82.25%
CYP1A2 inhibition	-	0.7664	76.64%
CYP2C8 inhibition	+	0.6131	61.31%
CYP inhibitory promiscuity	-	0.6154	61.54%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7303	73.03%
Carcinogenicity (trinary)	Non-required	0.5048	50.48%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9684	96.84%
Skin irritation	-	0.7967	79.67%
Skin corrosion	-	0.9427	94.27%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4608	46.08%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.5320	53.20%
skin sensitisation	-	0.8661	86.61%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7539	75.39%
Acute Oral Toxicity (c)	III	0.6940	69.40%
Estrogen receptor binding	+	0.6402	64.02%
Androgen receptor binding	+	0.6858	68.58%
Thyroid receptor binding	+	0.5346	53.46%
Glucocorticoid receptor binding	+	0.5998	59.98%
Aromatase binding	-	0.6277	62.77%
PPAR gamma	+	0.6340	63.40%
Honey bee toxicity	-	0.7952	79.52%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5152	51.52%
Fish aquatic toxicity	+	0.9792	97.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1255126	O15151	Protein Mdm4	98.75%	90.20%
CHEMBL221	P23219	Cyclooxygenase-1	98.67%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.91%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	96.33%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.96%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.12%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.51%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.12%	86.33%
CHEMBL2535	P11166	Glucose transporter	90.89%	98.75%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.86%	92.29%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	87.19%	100.00%
CHEMBL4208	P20618	Proteasome component C5	87.00%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	86.14%	83.82%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.13%	90.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.97%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.72%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	83.37%	94.73%
CHEMBL3902	P09211	Glutathione S-transferase Pi	82.95%	93.81%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.44%	96.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.09%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.98%	91.19%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	81.40%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.12%	93.56%
CHEMBL5028	O14672	ADAM10	80.94%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.28%	100.00%

Plants that contains it

• Neurolaena lobata

Cross-Links

• PubChem: 9983101
• NPASS: NPC177849
• LOTUS: LTS0255087
• wikiData: Q77497134