ID: ALA1834956

Max Phase: Preclinical

Molecular Formula: C20H16N2O5S

Molecular Weight: 396.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)c1cc(/C=C/c2ccc(S(=O)(=O)Nc3ccccn3)cc2)ccc1O

Standard InChI:  InChI=1S/C20H16N2O5S/c23-18-11-8-15(13-17(18)20(24)25)5-4-14-6-9-16(10-7-14)28(26,27)22-19-3-1-2-12-21-19/h1-13,23H,(H,21,22)(H,24,25)/b5-4+

Standard InChI Key:  UAHMKJJFOGZIDP-SNAWJCMRSA-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: 396.42

Molecular Weight (Monoisotopic): 396.0780

AlogP: 3.46

#Rotatable Bonds: 6

Polar Surface Area: 116.59

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.72

CX Basic pKa: 0.47

CX LogP: 4.18

CX LogD: 0.22

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.55

Np Likeness Score: -0.70

References

1. Shukla K, Thomas AG, Ferraris DV, Hin N, Sattler R, Alt J, Rojas C, Slusher BS, Tsukamoto T..  (2011)  Inhibition of xc⁻ transporter-mediated cystine uptake by sulfasalazine analogs.,  21  (20): [PMID:21889337] [10.1016/j.bmcl.2011.07.081]

2. Li L, Meng Y, Li Z, Dai W, Xu X, Bi X, Bian J..  (2019)  Discovery and development of small molecule modulators targeting glutamine metabolism.,  163  [PMID:30522056] [10.1016/j.ejmech.2018.11.066]

Source

Source(1):

• Scientific Literature