ID: ALA5271980

Max Phase: Preclinical

Molecular Formula: C17H28N6O3

Molecular Weight: 364.45

Representations

Canonical SMILES:  CCCCOc1nc(N)c2[nH]c(=O)n(CCCCN3CCOCC3)c2n1

Standard InChI:  InChI=1S/C17H28N6O3/c1-2-3-10-26-16-20-14(18)13-15(21-16)23(17(24)19-13)7-5-4-6-22-8-11-25-12-9-22/h2-12H2,1H3,(H,19,24)(H2,18,20,21)

Standard InChI Key:  GPPJVROJVRJFAI-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 364.45

Molecular Weight (Monoisotopic): 364.2223

AlogP: 0.99

#Rotatable Bonds: 9

Polar Surface Area: 111.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.34

CX Basic pKa: 7.51

CX LogP: 1.85

CX LogD: 1.49

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -1.17

References

1. Biggadike K, Ahmed M, Ball DI, Coe DM, Dalmas Wilk DA, Edwards CD, Gibbon BH, Hardy CJ, Hermitage SA, Hessey JO, Hillegas AE, Hughes SC, Lazarides L, Lewell XQ, Lucas A, Mallett DN, Price MA, Priest FM, Quint DJ, Shah P, Sitaram A, Smith SA, Stocker R, Trivedi NA, Tsitoura DC, Weller V..  (2016)  Discovery of 6-Amino-2-{[(1S)-1-methylbutyl]oxy}-9-[5-(1-piperidinyl)pentyl]-7,9-dihydro-8H-purin-8-one (GSK2245035), a Highly Potent and Selective Intranasal Toll-Like Receptor 7 Agonist for the Treatment of Asthma.,  59  (5): [PMID:26861551] [10.1021/acs.jmedchem.5b01647]

Source

Source(1):

• Scientific Literature