ID: ALA4241078

Max Phase: Preclinical

Molecular Formula: C29H47NO3S

Molecular Weight: 489.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCCC/C=C\C/C=C\CCCCCCCCSCCC(=O)NCc1ccc(O)c(OC)c1

Standard InChI:  InChI=1S/C29H47NO3S/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-34-23-21-29(32)30-25-26-19-20-27(31)28(24-26)33-2/h7-8,10-11,19-20,24,31H,3-6,9,12-18,21-23,25H2,1-2H3,(H,30,32)/b8-7-,11-10-

Standard InChI Key:  CETSIMFFHDKGIW-NQLNTKRDSA-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: 489.77

Molecular Weight (Monoisotopic): 489.3277

AlogP: 7.95

#Rotatable Bonds: 21

Polar Surface Area: 58.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.93

CX Basic pKa:

CX LogP: 8.24

CX LogD: 8.23

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.14

Np Likeness Score: 0.16

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