SID49645185

ID: ALA1405739

Chembl Id: CHEMBL1405739

Cas Number: 309283-89-4

PubChem CID: 685919

Max Phase: Preclinical

Molecular Formula: C11H8N4O2S

Molecular Weight: 260.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cn1c2ccccc2c2nnc(S)nc21

Standard InChI:  InChI=1S/C11H8N4O2S/c16-8(17)5-15-7-4-2-1-3-6(7)9-10(15)12-11(18)14-13-9/h1-4H,5H2,(H,16,17)(H,12,14,18)

Standard InChI Key:  LCMDWJXBUZDEKA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1405739

   (3-Thioxo-2,3-Dihydro-5h-[1,2,4]triazino[5,6-B]indol-5-Yl)acetic Acid

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: 260.28

Molecular Weight (Monoisotopic): 260.0368

AlogP: 1.35

#Rotatable Bonds: 2

Polar Surface Area: 80.90

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.72

CX Basic pKa: 1.48

CX LogP: 1.41

CX LogD: -1.89

Aromatic Rings: 3

Heavy Atoms: 18

QED Weighted: 0.68

Np Likeness Score: -1.31

References

1. PubChem BioAssay data set, 

2. Stefek M, Soltesova Prnova M, Majekova M, Rechlin C, Heine A, Klebe G..  (2015)  Identification of novel aldose reductase inhibitors based on carboxymethylated mercaptotriazinoindole scaffold.,  58  (6): [PMID:25695864] [10.1021/jm5015814]

3. Hlaváč M, Kováčiková L, Prnová MŠ, Šramel P, Addová G, Májeková M, Hanquet G, Boháč A, Štefek M..  (2020)  Development of Novel Oxotriazinoindole Inhibitors of Aldose Reductase: Isosteric Sulfur/Oxygen Replacement in the Thioxotriazinoindole Cemtirestat Markedly Improved Inhibition Selectivity.,  63  (1): [PMID:31820975] [10.1021/acs.jmedchem.9b01747]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays