TCMDC-123940

ID: ALA581422

Chembl Id: CHEMBL581422

Cas Number: 25410-78-0

PubChem CID: 255448

Max Phase: Preclinical

Molecular Formula: C15H11NO3

Molecular Weight: 253.26

Molecule Type: Small molecule

Names and Identifiers

Synonyms: TCMDC-123940 | TCMDC-123940 | TCMDC-123940|CHEMBL581422|NSC626104|NSC81014|25410-78-0|BDBM50235857|NSC-81014|AKOS030500526|NSC-626104|2-(4-methoxyphenyl)-1-oxido-indol-1-ium-3-one|3H-Indol-3-one, 2-(4-methoxyphenyl)-, 1-oxide

Canonical SMILES:  COc1ccc(C2=[N+]([O-])c3ccccc3C2=O)cc1

Standard InChI:  InChI=1S/C15H11NO3/c1-19-11-8-6-10(7-9-11)14-15(17)12-4-2-3-5-13(12)16(14)18/h2-9H,1H3

Standard InChI Key:  ZPCJCVQIWZJBSH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA581422

   2-(4-Methoxyphenyl)-1-oxido-indol-1-ium-3-one

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: 253.26

Molecular Weight (Monoisotopic): 253.0739

AlogP: 2.52

#Rotatable Bonds: 2

Polar Surface Area: 52.37

Molecular Species: ACID

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.67

CX Basic pKa: ┄

CX LogP: -0.41

CX LogD: 1.61

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.61

Np Likeness Score: 0.35

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. Nepveu F, Kim S, Boyer J, Chatriant O, Ibrahim H, Reybier K, Monje MC, Chevalley S, Perio P, Lajoie BH, Bouajila J, Deharo E, Sauvain M, Tahar R, Basco L, Pantaleo A, Turini F, Arese P, Valentin A, Thompson E, Vivas L, Petit S, Nallet JP..  (2010)  Synthesis and antiplasmodial activity of new indolone N-oxide derivatives.,  53  (2): [PMID:20014857] [10.1021/jm901300d]

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

4. Tomek P, Palmer BD, Flanagan JU, Sun C, Raven EL, Ching LM..  (2017)  Discovery and evaluation of inhibitors to the immunosuppressive enzyme indoleamine 2,3-dioxygenase 1 (IDO1): Probing the active site-inhibitor interactions.,  126  [PMID:28011425] [10.1016/j.ejmech.2016.12.029]

Source

Source(3):

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