2-(3-(2-(mesitylamino)-2-oxoethylthio)-5H-[1,2,4]triazino[5,6-b]indol-5-yl)acetic acid

ID: ALA3422331

Chembl Id: CHEMBL3422331

PubChem CID: 5292658

Max Phase: Preclinical

Molecular Formula: C22H21N5O3S

Molecular Weight: 435.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c(NC(=O)CSc2nnc3c4ccccc4n(CC(=O)O)c3n2)c(C)c1

Standard InChI:  InChI=1S/C22H21N5O3S/c1-12-8-13(2)19(14(3)9-12)23-17(28)11-31-22-24-21-20(25-26-22)15-6-4-5-7-16(15)27(21)10-18(29)30/h4-9H,10-11H2,1-3H3,(H,23,28)(H,29,30)

Standard InChI Key:  WALRYUOHQYMQNZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3422331

   2-[3-({[(2,4,6-Trimethylphenyl)carbamoyl]methyl}sulfanyl)-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: 435.51

Molecular Weight (Monoisotopic): 435.1365

AlogP: 3.72

#Rotatable Bonds: 6

Polar Surface Area: 110.00

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.67

CX Basic pKa: 2.60

CX LogP: 3.82

CX LogD: 0.75

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -1.80

References

1. 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]

Source

Source(1):

• Scientific Literature