(8S,10S,13S,14S,17R,18S,19R,E)-4-ethyl-3,13,17-trihydroxy-19-((R)-3-hydroxy-3-(4-methyl-2,5-dioxo-2,5-dihydrofuran-3-yl)propanoyloxy)-8,10,14,18-tetramethyl-15-oxoicos-4-enoic acid

ID: ALA3716789

Chembl Id: CHEMBL3716789

PubChem CID: 46236469

Max Phase: Preclinical

Molecular Formula: C34H54O12

Molecular Weight: 654.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC/C(=C\CC[C@H](C)C[C@@H](C)CC[C@H](O)[C@H](C)C(=O)C[C@@H](O)[C@H](C)[C@@H](C)OC(=O)C[C@@H](O)C1=C(C)C(=O)OC1=O)C(O)CC(=O)O

Standard InChI:  InChI=1S/C34H54O12/c1-8-24(28(38)16-30(40)41)11-9-10-18(2)14-19(3)12-13-25(35)21(5)27(37)15-26(36)20(4)23(7)45-31(42)17-29(39)32-22(6)33(43)46-34(32)44/h11,18-21,23,25-26,28-29,35-36,38-39H,8-10,12-17H2,1-7H3,(H,40,41)/b24-11+/t18-,19-,20+,21-,23+,25-,26+,28?,29+/m0/s1

Standard InChI Key:  ASFDNWATWJWMLQ-RELFOFLUSA-N

Alternative Forms

1. Parent:

   

   ALA3716789

   (E,8S,10S,13S,14S,17R,18S,19R)-4-ethyl-3,13,17-trihydroxy-19-[(3R)-3-hydroxy-3-(4-methyl-2,5-dioxofuran-3-yl)propanoyl]oxy-8,10,14,18-tetramethyl-15-oxoicos-4-enoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 654.79

Molecular Weight (Monoisotopic): 654.3615

AlogP: 3.42

#Rotatable Bonds: 22

Polar Surface Area: 204.96

Molecular Species: ACID

HBA: 11

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.78

CX Basic pKa: ┄

CX LogP: 4.21

CX LogD: 1.65

Aromatic Rings: ┄

Heavy Atoms: 46

QED Weighted: 0.06

Np Likeness Score: 1.85

References

1.  (2012)  Tautomycetin and Tautomycetin analog biosynthesis, 

Source

Source(1):

• Patent Bioactivity Data