TCMDC-132359

ID: ALA548059

Chembl Id: CHEMBL548059

PubChem CID: 44523899

Max Phase: Preclinical

Molecular Formula: C23H21N5O2

Molecular Weight: 399.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-132359 | TCMDC-132359 | TCMDC-132359|CHEMBL548059

Canonical SMILES:  NCCNC(=O)c1ccc(-c2cnc3[nH]cc(-c4ccc(C(N)=O)cc4)c3c2)cc1

Standard InChI:  InChI=1S/C23H21N5O2/c24-9-10-26-23(30)17-7-1-14(2-8-17)18-11-19-20(13-28-22(19)27-12-18)15-3-5-16(6-4-15)21(25)29/h1-8,11-13H,9-10,24H2,(H2,25,29)(H,26,30)(H,27,28)

Standard InChI Key:  VIDWZZINRCOUNU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA548059

   N-(2-aminoethyl)-4-[3-(4-carbamoylphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]benzamide

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: 399.45

Molecular Weight (Monoisotopic): 399.1695

AlogP: 2.68

#Rotatable Bonds: 6

Polar Surface Area: 126.89

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.16

CX LogP: 1.64

CX LogD: -0.10

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.40

Np Likeness Score: -0.72

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]

3. PubChem BioAssay data set, 

Source

Source(3):

• GSK Malaria Screening
• PubChem BioAssays
• St Jude Leishmania Screening