ID: ALA1824791

Max Phase: Preclinical

Molecular Formula: C25H30ClN3O8

Molecular Weight: 535.98

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1Cl)C(=O)Oc1ccc([N+](=O)[O-])cc1

Standard InChI:  InChI=1S/C25H30ClN3O8/c1-25(2,3)37-24(32)28-21(22(30)36-19-13-11-18(12-14-19)29(33)34)10-6-7-15-27-23(31)35-16-17-8-4-5-9-20(17)26/h4-5,8-9,11-14,21H,6-7,10,15-16H2,1-3H3,(H,27,31)(H,28,32)/t21-/m0/s1

Standard InChI Key:  XQGKAKKXKDUYJS-NRFANRHFSA-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: 535.98

Molecular Weight (Monoisotopic): 535.1721

AlogP: 5.14

#Rotatable Bonds: 11

Polar Surface Area: 146.10

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.72

CX Basic pKa:

CX LogP: 5.29

CX LogD: 5.29

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.13

Np Likeness Score: -1.06

References

1. Çakmak R, Durdagi S, Ekinci D, Sentürk M, Topal G..  (2011)  Design, synthesis and biological evaluation of novel nitroaromatic compounds as potent glutathione reductase inhibitors.,  21  (18): [PMID:21795044] [10.1016/j.bmcl.2011.07.002]

Source

Source(1):

• Scientific Literature