ID: ALA2216759

Max Phase: Preclinical

Molecular Formula: C16H18N4O3

Molecular Weight: 314.35

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)c1ccc2c(c1)nc(N)c1ncn(CC(C)(C)O)c12

Standard InChI:  InChI=1S/C16H18N4O3/c1-16(2,22)7-20-8-18-12-13(20)10-5-4-9(15(21)23-3)6-11(10)19-14(12)17/h4-6,8,22H,7H2,1-3H3,(H2,17,19)

Standard InChI Key:  MYGQWRMZCJGMHD-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: 314.35

Molecular Weight (Monoisotopic): 314.1379

AlogP: 1.72

#Rotatable Bonds: 3

Polar Surface Area: 103.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 4.10

CX LogP: 1.42

CX LogD: 1.42

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.71

Np Likeness Score: -0.47

References

1. Shi C, Xiong Z, Chittepu P, Aldrich CC, Ohlfest JR, Ferguson DM..  (2012)  Discovery of Imidazoquinolines with Toll-Like Receptor 7/8 Independent Cytokine Induction.,  3  (6): [PMID:22837811] [10.1021/ml300079e]

2. Schiaffo CE, Shi C, Xiong Z, Olin M, Ohlfest JR, Aldrich CC, Ferguson DM..  (2014)  Structure-activity relationship analysis of imidazoquinolines with Toll-like receptors 7 and 8 selectivity and enhanced cytokine induction.,  57  (2): [PMID:24383475] [10.1021/jm4004957]

Source

Source(1):

• Scientific Literature