5-(9-oxo-9H-xanthen-2-yloxy)pentanoic acid

ID: ALA222502

Chembl Id: CHEMBL222502

PubChem CID: 2818241

Max Phase: Preclinical

Molecular Formula: C18H16O5

Molecular Weight: 312.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCCOc1ccc2oc3ccccc3c(=O)c2c1

Standard InChI:  InChI=1S/C18H16O5/c19-17(20)7-3-4-10-22-12-8-9-16-14(11-12)18(21)13-5-1-2-6-15(13)23-16/h1-2,5-6,8-9,11H,3-4,7,10H2,(H,19,20)

Standard InChI Key:  ZCUWRMCUAYZEHP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA222502

   5-(9-oxo-9H-xanthen-2-yloxy)pentanoic 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: 312.32

Molecular Weight (Monoisotopic): 312.0998

AlogP: 3.58

#Rotatable Bonds: 6

Polar Surface Area: 76.74

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: 3.25

CX LogD: -0.04

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.56

Np Likeness Score: 0.10

References

1. Tervo AJ, Kyrylenko S, Niskanen P, Salminen A, Leppänen J, Nyrönen TH, Järvinen T, Poso A..  (2004)  An in silico approach to discovering novel inhibitors of human sirtuin type 2.,  47  (25): [PMID:15566299] [10.1021/jm049933m]

2. Hayashi K,Kondo N,Omori N,Yoshimoto R,Hato M,Shigaki S,Nagasawa A,Ito M,Okuno T.  (2021)  Discovery of a benzimidazole series as the first highly potent and selective ACSL1 inhibitors.,  33  [PMID:33285268] [10.1016/j.bmcl.2020.127722]

Source

Source(1):

• Scientific Literature