3-hydroxy-5-pentylphenyl 2,4-dihydroxy-6-pentylbenzoate

ID: ALA3134421

Chembl Id: CHEMBL3134421

PubChem CID: 76329405

Max Phase: Preclinical

Molecular Formula: C23H30O5

Molecular Weight: 386.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCc1cc(O)cc(OC(=O)c2c(O)cc(O)cc2CCCCC)c1

Standard InChI:  InChI=1S/C23H30O5/c1-3-5-7-9-16-11-18(24)14-20(12-16)28-23(27)22-17(10-8-6-4-2)13-19(25)15-21(22)26/h11-15,24-26H,3-10H2,1-2H3

Standard InChI Key:  GNDMUMLFZVSUBI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3134421

   Decarboxyanziaic acid

Molecule Features

Natural Product: Yes

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: 386.49

Molecular Weight (Monoisotopic): 386.2093

AlogP: 5.49

#Rotatable Bonds: 10

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.51

CX Basic pKa: ┄

CX LogP: 7.96

CX LogD: 7.92

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.29

Np Likeness Score: 0.87

References

1. Lin H, Annamalai T, Bansod P, Tse-Dinh YC, Sun D..  (2013)  Synthesis and antibacterial evaluation of anziaic acid and analogues as topoisomerase I inhibitors.,  4  (12): [PMID:24363888] [10.1039/c3md00238a]

Source

Source(1):

• Scientific Literature