ID: ALA1171572

Max Phase: Preclinical

Molecular Formula: C21H27N5

Molecular Weight: 349.48

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1c(C)c(C#N)c2nc3ccccc3n2c1NCCN(CC)CC

Standard InChI:  InChI=1S/C21H27N5/c1-5-16-15(4)17(14-22)21-24-18-10-8-9-11-19(18)26(21)20(16)23-12-13-25(6-2)7-3/h8-11,23H,5-7,12-13H2,1-4H3

Standard InChI Key:  DMKNXKIUSPUYQP-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: 349.48

Molecular Weight (Monoisotopic): 349.2266

AlogP: 3.98

#Rotatable Bonds: 7

Polar Surface Area: 56.36

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.51

CX LogP: 3.79

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.70

Np Likeness Score: -1.76

References

1. Takeshita H, Watanabe J, Kimura Y, Kawakami K, Takahashi H, Takemura M, Kitamura A, Someya K, Nakajima R..  (2010)  Novel pyridobenzimidazole derivatives exhibiting antifungal activity by the inhibition of beta-1,6-glucan synthesis.,  20  (13): [PMID:20605446] [10.1016/j.bmcl.2010.05.024]

2. Kitamura A, Someya K, Hata M, Nakajima R, Takemura M..  (2009)  Discovery of a small-molecule inhibitor of {beta}-1,6-glucan synthesis.,  53  (2): [PMID:19015325] [10.1128/aac.00844-08]

3. Kitamura A, Higuchi S, Hata M, Kawakami K, Yoshida K, Namba K, Nakajima R..  (2009)  Effect of beta-1,6-glucan inhibitors on the invasion process of Candida albicans: potential mechanism of their in vivo efficacy.,  53  (9): [PMID:19596881] [10.1128/aac.00435-09]

Source

Source(1):

• Scientific Literature