Cryptophycin A

Details

• Internal ID: 2c1d23ea-6f99-458c-b0e1-572f34c75472
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (3S,6R,10S,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-6-methyl-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone
• SMILES (Canonical): CC1CNC(=O)C(NC(=O)C=CCC(OC(=O)C(OC1=O)CC(C)C)C(C)C2C(O2)C3=CC=CC=C3)CC4=CC(=C(C=C4)OC)Cl
• SMILES (Isomeric): C[C@@H]1CNC(=O)[C@@H](NC(=O)/C=C/C[C@H](OC(=O)[C@@H](OC1=O)CC(C)C)[C@H](C)[C@@H]2[C@H](O2)C3=CC=CC=C3)CC4=CC(=C(C=C4)OC)Cl
• InChI: InChI=1S/C35H43ClN2O8/c1-20(2)16-29-35(42)44-27(22(4)31-32(46-31)24-10-7-6-8-11-24)12-9-13-30(39)38-26(33(40)37-19-21(3)34(41)45-29)18-23-14-15-28(43-5)25(36)17-23/h6-11,13-15,17,20-22,26-27,29,31-32H,12,16,18-19H2,1-5H3,(H,37,40)(H,38,39)/b13-9+/t21-,22+,26+,27+,29+,31-,32-/m1/s1
• InChI Key: PSNOPSMXOBPNNV-XUMGCJJFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₃ClN₂O₈
• Molecular Weight: 655.20 g/mol
• Exact Mass: 654.2707940 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9634	96.34%
Caco-2	-	0.8032	80.32%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5508	55.08%
OATP2B1 inhibitior	+	0.7159	71.59%
OATP1B1 inhibitior	+	0.8553	85.53%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9771	97.71%
P-glycoprotein inhibitior	+	0.9512	95.12%
P-glycoprotein substrate	+	0.7567	75.67%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	0.8071	80.71%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	+	0.7276	72.76%
CYP2C9 inhibition	-	0.7528	75.28%
CYP2C19 inhibition	-	0.6203	62.03%
CYP2D6 inhibition	-	0.8439	84.39%
CYP1A2 inhibition	-	0.7764	77.64%
CYP2C8 inhibition	+	0.7872	78.72%
CYP inhibitory promiscuity	-	0.6794	67.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6738	67.38%
Carcinogenicity (trinary)	Non-required	0.4967	49.67%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9386	93.86%
Skin irritation	-	0.7691	76.91%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8398	83.98%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5239	52.39%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6490	64.90%
Acute Oral Toxicity (c)	III	0.6038	60.38%
Estrogen receptor binding	+	0.7845	78.45%
Androgen receptor binding	+	0.7432	74.32%
Thyroid receptor binding	+	0.5944	59.44%
Glucocorticoid receptor binding	+	0.7863	78.63%
Aromatase binding	+	0.5368	53.68%
PPAR gamma	+	0.8001	80.01%
Honey bee toxicity	-	0.7263	72.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	97.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.93%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.33%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.75%	91.11%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	94.59%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.52%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.85%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	91.80%	94.73%
CHEMBL5957	P21589	5'-nucleotidase	90.57%	97.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	90.05%	89.44%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.85%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.56%	93.99%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.45%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.36%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.21%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.64%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.65%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.41%	100.00%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.03%	92.29%
CHEMBL4040	P28482	MAP kinase ERK2	84.48%	83.82%
CHEMBL4208	P20618	Proteasome component C5	83.09%	90.00%
CHEMBL4349	Q02083	N-acylsphingosine-amidohydrolase	81.95%	93.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.82%	97.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.41%	97.25%
CHEMBL1255126	O15151	Protein Mdm4	81.12%	90.20%

Plants that contains it

• Neurolaena lobata

Cross-Links

• PubChem: 6504906
• NPASS: NPC295409
• LOTUS: LTS0014271
• wikiData: Q77513003