ID: ALA1673415

Max Phase: Preclinical

Molecular Formula: C23H36O4

Molecular Weight: 376.54

Molecule Type: Small molecule

Representations

Synonyms (1): Palmostatin B
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCCCCCC[C@@H]1C(=O)O[C@H]1CCc1ccc(OC)c(OC)c1

Standard InChI:  InChI=1S/C23H36O4/c1-4-5-6-7-8-9-10-11-12-19-20(27-23(19)24)15-13-18-14-16-21(25-2)22(17-18)26-3/h14,16-17,19-20H,4-13,15H2,1-3H3/t19-,20-/m0/s1

Standard InChI Key:  ASVWFAVGLYUDFD-PMACEKPBSA-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: 376.54

Molecular Weight (Monoisotopic): 376.2614

AlogP: 5.71

#Rotatable Bonds: 14

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.61

CX LogD: 6.61

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.31

Np Likeness Score: 0.86

References

1. Dekker FJ, Hedberg C..  (2011)  Small molecule inhibition of protein depalmitoylation as a new approach towards downregulation of oncogenic Ras signalling.,  19  (4): [PMID:21129981] [10.1016/j.bmc.2010.11.025]

2. Davda D, Martin BR..  (2014)  Acyl protein thioesterase inhibitors as probes of dynamic S-palmitoylation.,  5  (3): [PMID:25558349] [10.1039/c3md00333g]

3. Ahonen TJ, Savinainen JR, Yli-Kauhaluoma J, Kalso E, Laitinen JT, Moreira VM..  (2018)  Discovery of 12-Thiazole Abietanes as Selective Inhibitors of the Human Metabolic Serine Hydrolase hABHD16A.,  9  (12): [PMID:30613338] [10.1021/acsmedchemlett.8b00442]

Source

Source(1):

• Scientific Literature