ID: ALA4242482

Max Phase: Preclinical

Molecular Formula: C31H51F3N2O7S

Molecular Weight: 538.80

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C29H50N2O5S.C2HF3O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-36-28(33)23-37-22-25(30)29(34)31-21-24-17-18-26(32)27(20-24)35-2;3-2(4,5)1(6)7/h17-18,20,25,32H,3-16,19,21-23,30H2,1-2H3,(H,31,34);(H,6,7)/t25-;/m0./s1

Standard InChI Key:  AUTXTOBMVZEGKU-UQIIZPHYSA-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: 538.80

Molecular Weight (Monoisotopic): 538.3440

AlogP: 6.10

#Rotatable Bonds: 23

Polar Surface Area: 110.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.93

CX Basic pKa: 8.04

CX LogP: 6.41

CX LogD: 5.77

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.11

Np Likeness Score: -0.04

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