(2R,3R,4S,5S,6R)-2-[(1R,2R)-10-(4-hydroxy-6-methoxy-3-methyl-2-pyridyl)-2,4,8-trimethyl-1-[1-methylprop-1-enyl]deca-3,5,8-trienoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

ID: ALA4515166

Chembl Id: CHEMBL4515166

PubChem CID: 51350216

Max Phase: Preclinical

Molecular Formula: C30H45NO8

Molecular Weight: 547.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C(\C)[C@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](C)/C=C(C)/C=C/C/C(C)=C/Cc1nc(OC)cc(O)c1C

Standard InChI:  InChI=1S/C30H45NO8/c1-8-19(4)29(39-30-28(36)27(35)26(34)24(16-32)38-30)20(5)14-18(3)11-9-10-17(2)12-13-22-21(6)23(33)15-25(31-22)37-7/h8-9,11-12,14-15,20,24,26-30,32,34-36H,10,13,16H2,1-7H3,(H,31,33)/b11-9+,17-12+,18-14+,19-8+/t20-,24-,26-,27+,28-,29+,30+/m1/s1

Standard InChI Key:  YOABQWAFUPWWEW-WEQZHLQOSA-N

Alternative Forms

1. Parent:

   

   ALA4515166

   6-methoxy-3-methyl-2-[(2E,5E,7E,9R,10R,11E)-3,7,9,11-tetramethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytrideca-2,5,7,11-tetraenyl]-1H-pyridin-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 547.69

Molecular Weight (Monoisotopic): 547.3145

AlogP: 3.27

#Rotatable Bonds: 12

Polar Surface Area: 141.73

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.34

CX Basic pKa: 2.80

CX LogP: 3.77

CX LogD: 3.77

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.20

Np Likeness Score: 1.97

References

1. Zhou X, Liang Z, Li K, Fang W, Tian Y, Luo X, Chen Y, Zhan Z, Zhang T, Liao S, Liu S, Liu Y, Fenical W, Tang L..  (2019)  Exploring the Natural Piericidins as Anti-Renal Cell Carcinoma Agents Targeting Peroxiredoxin 1.,  62  (15): [PMID:31298537] [10.1021/acs.jmedchem.9b00598]

2. Govindarajan M..  (2018)  Amphiphilic glycoconjugates as potential anti-cancer chemotherapeutics.,  143  [PMID:29126728] [10.1016/j.ejmech.2017.10.015]

Source

Source(1):

• Scientific Literature