TCMDC-135248

ID: ALA525097

Chembl Id: CHEMBL525097

PubChem CID: 44528600

Max Phase: Preclinical

Molecular Formula: C28H25N5O4

Molecular Weight: 495.54

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-135248 | TCMDC-135248 | TCMDC-135248|CHEMBL525097

Canonical SMILES:  COc1ccc(Nc2ncc3c(-c4cccc(NC(=O)Cc5ccc(O)cc5)c4)c[nH]c3n2)cc1OC

Standard InChI:  InChI=1S/C28H25N5O4/c1-36-24-11-8-20(14-25(24)37-2)32-28-30-16-23-22(15-29-27(23)33-28)18-4-3-5-19(13-18)31-26(35)12-17-6-9-21(34)10-7-17/h3-11,13-16,34H,12H2,1-2H3,(H,31,35)(H2,29,30,32,33)

Standard InChI Key:  IJUGXJFGNXBBTN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA525097

   N-[3-[2-(3,4-dimethoxyanilino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]phenyl]-2-(4-hydroxyphenyl)acetamide

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: 495.54

Molecular Weight (Monoisotopic): 495.1907

AlogP: 5.27

#Rotatable Bonds: 8

Polar Surface Area: 121.39

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.50

CX Basic pKa: 4.89

CX LogP: 4.74

CX LogD: 4.73

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.23

Np Likeness Score: -0.94

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