2-(8-methyl-3-(2-oxo-2-(propylamino)ethylthio)-5H-[1,2,4]triazino[5,6-b]indol-5-yl)acetic acid

ID: ALA3422332

Chembl Id: CHEMBL3422332

PubChem CID: 3227815

Max Phase: Preclinical

Molecular Formula: C17H19N5O3S

Molecular Weight: 373.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCNC(=O)CSc1nnc2c3cc(C)ccc3n(CC(=O)O)c2n1

Standard InChI:  InChI=1S/C17H19N5O3S/c1-3-6-18-13(23)9-26-17-19-16-15(20-21-17)11-7-10(2)4-5-12(11)22(16)8-14(24)25/h4-5,7H,3,6,8-9H2,1-2H3,(H,18,23)(H,24,25)

Standard InChI Key:  WTAKWVADHPJMJG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3422332

   2-[8-Methyl-3-[2-oxo-2-(propylamino)ethyl]sulfanyl-[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: 373.44

Molecular Weight (Monoisotopic): 373.1209

AlogP: 1.99

#Rotatable Bonds: 7

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: 3.88

CX Basic pKa: 3.10

CX LogP: 1.34

CX LogD: -1.39

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.61

Np Likeness Score: -2.09

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