ID: ALA3787136

Max Phase: Preclinical

Molecular Formula: C21H20N2

Molecular Weight: 300.41

Molecule Type: Small molecule

Representations

Canonical SMILES:  c1ccc2c(CNCCc3c[nH]c4ccccc34)cccc2c1

Standard InChI:  InChI=1S/C21H20N2/c1-2-9-19-16(6-1)7-5-8-17(19)14-22-13-12-18-15-23-21-11-4-3-10-20(18)21/h1-11,15,22-23H,12-14H2

Standard InChI Key:  QQVNTWMFLPUYMF-UHFFFAOYSA-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: 300.41

Molecular Weight (Monoisotopic): 300.1626

AlogP: 4.65

#Rotatable Bonds: 5

Polar Surface Area: 27.82

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.03

CX LogP: 4.63

CX LogD: 2.10

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.52

Np Likeness Score: -0.58

References

1. Bertamino A, Ostacolo C, Ambrosino P, Musella S, Di Sarno V, Ciaglia T, Soldovieri MV, Iraci N, Fernandez Carvajal A, de la Torre-Martinez R, Ferrer-Montiel A, Gonzalez Muniz R, Novellino E, Taglialatela M, Campiglia P, Gomez-Monterrey I..  (2016)  Tryptamine-Based Derivatives as Transient Receptor Potential Melastatin Type 8 (TRPM8) Channel Modulators.,  59  (5): [PMID:26847872] [10.1021/acs.jmedchem.5b01914]

2. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(2):

• Scientific Literature
• MMV Malaria HGL