ID: ALA375812

Max Phase: Preclinical

Molecular Formula: C27H29NO4S

Molecular Weight: 463.60

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)C[C@@H]1CCc2cc(OCCCOc3ccc(-c4nc5c(s4)CCCC5)cc3)ccc21

Standard InChI:  InChI=1S/C27H29NO4S/c29-26(30)17-20-7-6-19-16-22(12-13-23(19)20)32-15-3-14-31-21-10-8-18(9-11-21)27-28-24-4-1-2-5-25(24)33-27/h8-13,16,20H,1-7,14-15,17H2,(H,29,30)/t20-/m0/s1

Standard InChI Key:  NTVBAWSNQRKVKF-FQEVSTJZSA-N

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

Properties

Molecular Weight: 463.60

Molecular Weight (Monoisotopic): 463.1817

AlogP: 6.04

#Rotatable Bonds: 9

Polar Surface Area: 68.65

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.22

CX Basic pKa: 2.89

CX LogP: 5.83

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.39

Np Likeness Score: -0.72

References

1. Rudolph J, Chen L, Majumdar D, Bullock WH, Burns M, Claus T, Dela Cruz FE, Daly M, Ehrgott FJ, Johnson JS, Livingston JN, Schoenleber RW, Shapiro J, Yang L, Tsutsumi M, Ma X..  (2007)  Indanylacetic acid derivatives carrying 4-thiazolyl-phenoxy tail groups, a new class of potent PPAR alpha/gamma/delta pan agonists: synthesis, structure-activity relationship, and in vivo efficacy.,  50  (5): [PMID:17274610] [10.1021/jm061299k]

2. Paliwal S, Yadav D, Yadav R, Kaushik V, Paliwal S.  (2012)  Common binding requirements of PPAR-// pan agonists: quantitative structureactivity relationship analysis of indanylacetic acid derivatives carrying 4-thiazolyl-phenoxy tail group,  21  (6): [10.1007/s00044-011-9599-z]

Source

Source(1):

• Scientific Literature