ID: ALA3732055

Max Phase: Preclinical

Molecular Formula: C22H16N4O2

Molecular Weight: 368.40

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(-c2cn3c(-c4ccc5ncccc5c4)cnc3cn2)ccc1O

Standard InChI:  InChI=1S/C22H16N4O2/c1-28-21-10-15(5-7-20(21)27)18-13-26-19(11-25-22(26)12-24-18)16-4-6-17-14(9-16)3-2-8-23-17/h2-13,27H,1H3

Standard InChI Key:  UCTLECRQDQZFLO-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: 368.40

Molecular Weight (Monoisotopic): 368.1273

AlogP: 4.33

#Rotatable Bonds: 3

Polar Surface Area: 72.54

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.51

CX Basic pKa: 4.38

CX LogP: 2.84

CX LogD: 2.83

Aromatic Rings: 5

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -0.72

References

1.  (2014)  Nitrogen bicyclic compounds as inhibitors for Scyl1 and Grk5, 

2. Antonova-Koch Y, Meister S, Abraham M, Luth MR, Ottilie S, Lukens AK, Sakata-Kato T, Vanaerschot M, Owen E, Jado JC, Maher SP, Calla J, Plouffe D, Zhong Y, Chen K, Chaumeau V, Conway AJ, McNamara CW, Ibanez M, Gagaring K, Serrano FN, Eribez K, Taggard CM, Cheung AL, Lincoln C, Ambachew B, Rouillier M, Siegel D, Nosten F, Kyle DE, Gamo FJ, Zhou Y, Llinás M, Fidock DA, Wirth DF, Burrows J, Campo B, Winzeler EA..  (2018)  Open-source discovery of chemical leads for next-generation chemoprotective antimalarials.,  362  (6419): [PMID:30523084] [10.1126/science.aat9446]

Source

Source(2):

• Patent Bioactivity Data
• Winzeler Lab Plasmodium Screening Data