ID: ALA4247743

Max Phase: Preclinical

Molecular Formula: C29H49F3N2O5S

Molecular Weight: 480.76

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCCCCCCCCCCCCSC[C@H](N)C(=O)NCc1ccc(O)c(OC)c1.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C27H48N2O3S.C2HF3O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-33-22-24(28)27(31)29-21-23-17-18-25(30)26(20-23)32-2;3-2(4,5)1(6)7/h17-18,20,24,30H,3-16,19,21-22,28H2,1-2H3,(H,29,31);(H,6,7)/t24-;/m0./s1

Standard InChI Key:  GOLLOFDMTXTWEK-JIDHJSLPSA-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: 480.76

Molecular Weight (Monoisotopic): 480.3386

AlogP: 6.56

#Rotatable Bonds: 21

Polar Surface Area: 84.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.93

CX Basic pKa: 8.05

CX LogP: 7.00

CX LogD: 6.35

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.17

Np Likeness Score: -0.01

References

1. Schiano Moriello A, López Chinarro S, Novo Fernández O, Eras J, Amodeo P, Canela-Garayoa R, Vitale RM, Di Marzo V, De Petrocellis L..  (2018)  Elongation of the Hydrophobic Chain as a Molecular Switch: Discovery of Capsaicin Derivatives and Endogenous Lipids as Potent Transient Receptor Potential Vanilloid Channel 2 Antagonists.,  61  (18): [PMID:30176215] [10.1021/acs.jmedchem.8b00734]

Source

Source(1):

• Scientific Literature