ID: ALA4244372

Max Phase: Preclinical

Molecular Formula: C26H43NO4

Molecular Weight: 433.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCCC[C@@H](O)C/C=C/CCCCCCCC(=O)NCc1ccc(O)c(OC)c1

Standard InChI:  InChI=1S/C26H43NO4/c1-3-4-5-12-15-23(28)16-13-10-8-6-7-9-11-14-17-26(30)27-21-22-18-19-24(29)25(20-22)31-2/h10,13,18-20,23,28-29H,3-9,11-12,14-17,21H2,1-2H3,(H,27,30)/b13-10+/t23-/m1/s1

Standard InChI Key:  FEARCXYRCLNTRM-UQNNOOFXSA-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: 433.63

Molecular Weight (Monoisotopic): 433.3192

AlogP: 6.03

#Rotatable Bonds: 18

Polar Surface Area: 78.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.93

CX Basic pKa:

CX LogP: 6.08

CX LogD: 6.08

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.20

Np Likeness Score: 0.82

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