ID: ALA3339410

Max Phase: Preclinical

Molecular Formula: C23H18N4O5

Molecular Weight: 430.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)c1nc(Nc2cc(Oc3ccccc3)cc([N+](=O)[O-])c2)c2ccccc2n1

Standard InChI:  InChI=1S/C23H18N4O5/c1-2-31-23(28)22-25-20-11-7-6-10-19(20)21(26-22)24-15-12-16(27(29)30)14-18(13-15)32-17-8-4-3-5-9-17/h3-14H,2H2,1H3,(H,24,25,26)

Standard InChI Key:  BMADXSZOOUAICD-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: 430.42

Molecular Weight (Monoisotopic): 430.1277

AlogP: 5.25

#Rotatable Bonds: 7

Polar Surface Area: 116.48

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.37

CX Basic pKa: 1.71

CX LogP: 5.47

CX LogD: 5.47

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.24

Np Likeness Score: -1.39

References

1. Nour A, Hayashi T, Chan M, Yao S, Tawatao RI, Crain B, Tsigelny IF, Kouznetsova VL, Ahmadiiveli A, Messer K, Pu M, Corr M, Carson DA, Cottam HB..  (2014)  Discovery of substituted 4-aminoquinazolines as selective Toll-like receptor 4 ligands.,  24  (21): [PMID:25288184] [10.1016/j.bmcl.2014.09.039]

Source

Source(1):

• Scientific Literature