Cryptophycin 49

Details

• Internal ID: 21ecfada-d44f-4b0d-a690-6f630e347d0c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (3S,6R,10R,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-3-propyl-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone
• SMILES (Canonical): CCCC1C(=O)OC(CC=CC(=O)NC(C(=O)NCC(C(=O)O1)C)CC2=CC(=C(C=C2)OC)Cl)C(C)C3C(O3)C4=CC=CC=C4
• SMILES (Isomeric): CCC[C@H]1C(=O)O[C@@H](C/C=C/C(=O)N[C@@H](C(=O)NC[C@H](C(=O)O1)C)CC2=CC(=C(C=C2)OC)Cl)[C@H](C)[C@@H]3[C@H](O3)C4=CC=CC=C4
• InChI: InChI=1S/C34H41ClN2O8/c1-5-10-28-34(41)43-26(21(3)30-31(45-30)23-11-7-6-8-12-23)13-9-14-29(38)37-25(32(39)36-19-20(2)33(40)44-28)18-22-15-16-27(42-4)24(35)17-22/h6-9,11-12,14-17,20-21,25-26,28,30-31H,5,10,13,18-19H2,1-4H3,(H,36,39)(H,37,38)/b14-9+/t20-,21+,25-,26+,28+,30-,31-/m1/s1
• InChI Key: KBYSXVZAIWIWEC-WOFDPGDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₁ClN₂O₈
• Molecular Weight: 641.10 g/mol
• Exact Mass: 640.2551440 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• Cryptophycin-50
• KBYSXVZAIWIWEC-WOFDPGDDSA-N
• 168482-42-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9566	95.66%
Caco-2	-	0.8007	80.07%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6138	61.38%
OATP2B1 inhibitior	+	0.5785	57.85%
OATP1B1 inhibitior	+	0.8493	84.93%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8311	83.11%
BSEP inhibitior	+	0.9740	97.40%
P-glycoprotein inhibitior	+	0.9400	94.00%
P-glycoprotein substrate	+	0.7713	77.13%
CYP3A4 substrate	+	0.7057	70.57%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	+	0.8553	85.53%
CYP2C9 inhibition	-	0.7420	74.20%
CYP2C19 inhibition	-	0.6585	65.85%
CYP2D6 inhibition	-	0.8354	83.54%
CYP1A2 inhibition	-	0.7390	73.90%
CYP2C8 inhibition	+	0.7884	78.84%
CYP inhibitory promiscuity	-	0.7224	72.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6838	68.38%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9424	94.24%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8482	84.82%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5489	54.89%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5237	52.37%
Acute Oral Toxicity (c)	III	0.6011	60.11%
Estrogen receptor binding	+	0.7591	75.91%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	+	0.5784	57.84%
Glucocorticoid receptor binding	+	0.7846	78.46%
Aromatase binding	-	0.4926	49.26%
PPAR gamma	+	0.7893	78.93%
Honey bee toxicity	-	0.7293	72.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9724	97.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.52%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.45%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.39%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.28%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.02%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.86%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	91.74%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.53%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL5957	P21589	5'-nucleotidase	91.05%	97.78%
CHEMBL3401	O75469	Pregnane X receptor	90.56%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	89.62%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.59%	97.14%
CHEMBL1907589	P17787	Neuronal acetylcholine receptor; alpha4/beta2	88.40%	94.55%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.37%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	86.36%	98.59%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	86.11%	92.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.01%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.68%	96.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.67%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.64%	93.99%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.52%	96.77%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.28%	100.00%

Plants that contains it

• Neurolaena lobata

Cross-Links

• PubChem: 10722801
• NPASS: NPC69952
• LOTUS: LTS0052903
• wikiData: Q105138614