ID: ALA2418680

Max Phase: Preclinical

Molecular Formula: C21H21NO3

Molecular Weight: 335.40

Molecule Type: Small molecule

Representations

Synonyms (2): TCMDC-125724 | TCMDC-125724
Synonyms from Alternative Forms(2):

Canonical SMILES:  CCCCCOc1ccc(/N=C2\C=C(O)C(=O)c3ccccc32)cc1

Standard InChI:  InChI=1S/C21H21NO3/c1-2-3-6-13-25-16-11-9-15(10-12-16)22-19-14-20(23)21(24)18-8-5-4-7-17(18)19/h4-5,7-12,14,23H,2-3,6,13H2,1H3/b22-19+

Standard InChI Key:  HOIVKNBPVWBRNZ-ZBJSNUHESA-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: 335.40

Molecular Weight (Monoisotopic): 335.1521

AlogP: 5.01

#Rotatable Bonds: 6

Polar Surface Area: 58.89

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.28

CX Basic pKa: 1.88

CX LogP: 4.75

CX LogD: 4.69

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.75

Np Likeness Score: -0.06

References

1. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S, Brown JR, Peishoff CE, Cardon LR, Garcia-Bustos JF..  (2010)  Thousands of chemical starting points for antimalarial lead identification.,  465  (7296): [PMID:20485427] [10.1038/nature09107]

2. Norman DD, Ibezim A, Scott WE, White S, Parrill AL, Baker DL..  (2013)  Autotaxin inhibition: development and application of computational tools to identify site-selective lead compounds.,  21  (17): [PMID:23816044] [10.1016/j.bmc.2013.05.061]

3. St. Jude Leishmania screening dataset.,  [10.6019/CHEMBL3433997]

Source

Source(3):

• Scientific Literature
• GSK Malaria Screening
• St Jude Leishmania Screening