5-[3-[(1R,2E,4R,6E,8S,9S,12R)-4,8,14,14-tetramethyl-11-oxo-10,13,15-trioxabicyclo[10.3.0]pentadeca-2,6-dien-9-yl]phenyl]pentanoic acid

ID: ALA5280484

Chembl Id: CHEMBL5280484

Max Phase: Preclinical

Molecular Formula: C27H36O6

Molecular Weight: 456.58

Names and Identifiers

Canonical SMILES:  C[C@H]1/C=C/[C@H]2OC(C)(C)O[C@H]2C(=O)O[C@H](c2cccc(CCCCC(=O)O)c2)[C@@H](C)/C=C/C1

Standard InChI:  InChI=1S/C27H36O6/c1-18-9-7-10-19(2)24(21-13-8-12-20(17-21)11-5-6-14-23(28)29)31-26(30)25-22(16-15-18)32-27(3,4)33-25/h7-8,10,12-13,15-19,22,24-25H,5-6,9,11,14H2,1-4H3,(H,28,29)/b10-7+,16-15+/t18-,19+,22-,24+,25-/m1/s1

Standard InChI Key:  YUZKYRDMFBZDGH-VJUYHVHESA-N

Alternative Forms

1. Parent:

   

   ALA5280484

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 456.58

Molecular Weight (Monoisotopic): 456.2512

AlogP: 5.38

#Rotatable Bonds: 6

Polar Surface Area: 82.06

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.43

CX Basic pKa:

CX LogP: 5.86

CX LogD: 3.00

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: 1.51

References

1. Demeritte A, Wuest WM..  (2020)  A look around the West Indies: The spices of life are secondary metabolites.,  28  (23.0): [PMID:33038665] [10.1016/j.bmc.2020.115792]

Source

Source(1):

• Scientific Literature