TCMDC-139754

ID: ALA548350

Chembl Id: CHEMBL548350

PubChem CID: 44533925

Max Phase: Preclinical

Molecular Formula: C28H35N3O3

Molecular Weight: 461.61

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-139754 | TCMDC-139754 | TCMDC-139754|CHEMBL548350

Canonical SMILES:  COc1ccc(/C=C/C(=O)NCCCCCN2CCC(c3c[nH]c4ccccc34)CC2)cc1O

Standard InChI:  InChI=1S/C28H35N3O3/c1-34-27-11-9-21(19-26(27)32)10-12-28(33)29-15-5-2-6-16-31-17-13-22(14-18-31)24-20-30-25-8-4-3-7-23(24)25/h3-4,7-12,19-20,22,30,32H,2,5-6,13-18H2,1H3,(H,29,33)/b12-10+

Standard InChI Key:  YWHMOAGKWWJYJL-ZRDIBKRKSA-N

Alternative Forms

1. Parent:

   

   ALA548350

   (E)-3-(3-hydroxy-4-methoxyphenyl)-N-[5-[4-(1H-indol-3-yl)piperidin-1-yl]pentyl]prop-2-enamide

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

Calculated Properties

Molecular Weight: 461.61

Molecular Weight (Monoisotopic): 461.2678

AlogP: 5.06

#Rotatable Bonds: 10

Polar Surface Area: 77.59

Molecular Species: BASE

HBA: 4

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.12

CX Basic pKa: 9.52

CX LogP: 3.91

CX LogD: 2.13

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -0.23

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

Source

Source(2):

• GSK Malaria Screening
• St Jude Leishmania Screening