2-amino-1-N-[(3S,6S,7R,10S,16R,19S)-7-(chloromethyl)-10,11,14,19-tetramethyl-2,5,9,12,15,18-hexaoxo-3-propan-2-yl-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]-4,6-dimethyl-3-oxo-9-N-[(3R,6S,7R,10R,16S,19R)-7,11,14,19-tetramethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide

Details

• Internal ID: 8e16d71a-2817-4766-9895-33be3f26531f
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 2-amino-1-N-[(3S,6S,7R,10S,16R,19S)-7-(chloromethyl)-10,11,14,19-tetramethyl-2,5,9,12,15,18-hexaoxo-3-propan-2-yl-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]-4,6-dimethyl-3-oxo-9-N-[(3R,6S,7R,10R,16S,19R)-7,11,14,19-tetramethyl-2,5,9,12,15-pentaoxo-3,10-di(propan-2-yl)-8-oxa-1,4,11,14-tetrazabicyclo[14.3.0]nonadecan-6-yl]phenoxazine-1,9-dicarboxamide
• SMILES (Canonical): CC1CCC2N1C(=O)C(NC(=O)C(C(OC(=O)C(N(C(=O)CN(C2=O)C)C)C(C)C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(C(=O)C(=C(C5=N4)C(=O)NC6C(OC(=O)C(N(C(=O)CN(C(=O)C7CC(=O)C(N7C(=O)C(NC6=O)C(C)C)C)C)C)C)CCl)N)C)C(C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2N1C(=O)[C@H](NC(=O)[C@H]([C@H](OC(=O)[C@H](N(C(=O)CN(C2=O)C)C)C(C)C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(C(=O)C(=C(C5=N4)C(=O)N[C@H]6[C@@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@H]7CC(=O)[C@@H](N7C(=O)[C@@H](NC6=O)C(C)C)C)C)C)C)CCl)N)C)C(C)C
• InChI: InChI=1S/C62H83ClN12O17/c1-25(2)43-59(86)74-29(8)18-20-35(74)57(84)70(13)24-40(78)73(16)49(27(5)6)62(89)90-33(12)45(55(82)66-43)68-53(80)34-19-17-28(7)51-46(34)65-48-41(42(64)50(79)30(9)52(48)92-51)54(81)69-47-38(22-63)91-61(88)32(11)72(15)39(77)23-71(14)58(85)36-21-37(76)31(10)75(36)60(87)44(26(3)4)67-56(47)83/h17,19,25-27,29,31-33,35-36,38,43-45,47,49H,18,20-24,64H2,1-16H3,(H,66,82)(H,67,83)(H,68,80)(H,69,81)/t29-,31+,32+,33-,35+,36-,38+,43-,44+,45+,47+,49-/m1/s1
• InChI Key: QCPYDNQMTFHQKJ-CXNUAKGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₈₃ClN₁₂O₁₇
• Molecular Weight: 1303.80 g/mol
• Exact Mass: 1302.5687669 g/mol
• Topological Polar Surface Area (TPSA): 373.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 19
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8403	84.03%
Caco-2	-	0.8568	85.68%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Nucleus	0.4497	44.97%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9898	98.98%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.8509	85.09%
CYP3A4 substrate	+	0.7381	73.81%
CYP2C9 substrate	-	0.5883	58.83%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.5556	55.56%
CYP2C9 inhibition	-	0.7930	79.30%
CYP2C19 inhibition	-	0.7398	73.98%
CYP2D6 inhibition	-	0.8547	85.47%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	+	0.7808	78.08%
CYP inhibitory promiscuity	-	0.6990	69.90%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5612	56.12%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.7806	78.06%
Skin corrosion	-	0.9304	93.04%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7160	71.60%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.8375	83.75%
skin sensitisation	-	0.8717	87.17%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	+	0.6090	60.90%
Acute Oral Toxicity (c)	I	0.4421	44.21%
Estrogen receptor binding	+	0.8106	81.06%
Androgen receptor binding	+	0.8056	80.56%
Thyroid receptor binding	+	0.6399	63.99%
Glucocorticoid receptor binding	+	0.7183	71.83%
Aromatase binding	+	0.8173	81.73%
PPAR gamma	+	0.8379	83.79%
Honey bee toxicity	-	0.6851	68.51%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8762	87.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.41%	81.11%
CHEMBL2581	P07339	Cathepsin D	95.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.43%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.87%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.86%	100.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.67%	93.65%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.95%	90.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.74%	91.24%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.33%	96.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.93%	91.11%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.79%	85.00%
CHEMBL4072	P07858	Cathepsin B	81.74%	93.67%
CHEMBL5028	O14672	ADAM10	81.44%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.00%	93.56%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.63%	85.83%
CHEMBL4040	P28482	MAP kinase ERK2	80.49%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	80.07%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162882497
• LOTUS: LTS0056863
• wikiData: Q105218441