ID: ALA189114

Max Phase: Preclinical

Molecular Formula: C18H22N4O8S2

Molecular Weight: 486.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)NC(CSC(=O)Nc1ccc(NC(=O)SCC(NC(C)=O)C(=O)O)cc1)C(=O)O

Standard InChI:  InChI=1S/C18H22N4O8S2/c1-9(23)19-13(15(25)26)7-31-17(29)21-11-3-5-12(6-4-11)22-18(30)32-8-14(16(27)28)20-10(2)24/h3-6,13-14H,7-8H2,1-2H3,(H,19,23)(H,20,24)(H,21,29)(H,22,30)(H,25,26)(H,27,28)

Standard InChI Key:  LRBOGZIODJYRGY-UHFFFAOYSA-N

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

Properties

Molecular Weight: 486.53

Molecular Weight (Monoisotopic): 486.0879

AlogP: 1.40

#Rotatable Bonds: 10

Polar Surface Area: 191.00

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.07

CX Basic pKa:

CX LogP: 0.10

CX LogD: -6.72

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.28

Np Likeness Score: -0.19

References

1. Seefeldt T, Dwivedi C, Peitz G, Herman J, Carlson L, Zhang Z, Guan X..  (2005)  2-Acetylamino-3-[4-(2-acetylamino-2-carboxyethylsulfanylcarbonylamino)- phenylcarbamoylsulfanyl]propionic acid and its derivatives as a novel class of glutathione reductase inhibitors.,  48  (16): [PMID:16078841] [10.1021/jm050030i]

Source

Source(1):

• Scientific Literature