GNF-Pf-1378

ID: ALA588079

Chembl Id: CHEMBL588079

Cas Number: 5409-67-6

PubChem CID: 224185

Max Phase: Preclinical

Molecular Formula: C20H15ClN2O2

Molecular Weight: 350.81

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GNF-Pf-1378 | 5409-67-6|GNF-Pf-1378|4-((6-Chloro-2-methoxyacridin-9-yl)amino)phenol|NSC12506|CHEMBL588079|DTXSID30279368|NSC 12506|NSC-12506

Canonical SMILES:  COc1ccc2nc3cc(Cl)ccc3c(Nc3ccc(O)cc3)c2c1

Standard InChI:  InChI=1S/C20H15ClN2O2/c1-25-15-7-9-18-17(11-15)20(22-13-3-5-14(24)6-4-13)16-8-2-12(21)10-19(16)23-18/h2-11,24H,1H3,(H,22,23)

Standard InChI Key:  SAEIEYREYSNRQA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA588079

   4-((6-Chloro-2-methoxyacridin-9-yl)amino)phenol

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

Calculated Properties

Molecular Weight: 350.81

Molecular Weight (Monoisotopic): 350.0822

AlogP: 5.50

#Rotatable Bonds: 3

Polar Surface Area: 54.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.46

CX Basic pKa: 7.69

CX LogP: 5.09

CX LogD: 4.63

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -0.68

References

1. Plouffe D, Brinker A, McNamara C, Henson K, Kato N, Kuhen K, Nagle A, Adrián F, Matzen JT, Anderson P, Nam TG, Gray NS, Chatterjee A, Janes J, Yan SF, Trager R, Caldwell JS, Schultz PG, Zhou Y, Winzeler EA..  (2008)  In silico activity profiling reveals the mechanism of action of antimalarials discovered in a high-throughput screen.,  105  (26): [PMID:18579783] [10.1073/pnas.0802982105]

2. Meister S, Plouffe DM, Kuhen KL, Bonamy GM, Wu T, Barnes SW, Bopp SE, Borboa R, Bright AT, Che J, Cohen S, Dharia NV, Gagaring K, Gettayacamin M, Gordon P, Groessl T, Kato N, Lee MC, McNamara CW, Fidock DA, Nagle A, Nam TG, Richmond W, Roland J, Rottmann M, Zhou B, Froissard P, Glynne RJ, Mazier D, Sattabongkot J, Schultz PG, Tuntland T, Walker JR, Zhou Y, Chatterjee A, Diagana TT, Winzeler EA..  (2011)  Imaging of Plasmodium liver stages to drive next-generation antimalarial drug discovery.,  334  (6061): [PMID:22096101] [10.1126/science.1211936]

3. Rank L, Puhl AC, Havener TM, Anderson E, Foil DH, Zorn KM, Monakhova N, Riabova O, Hickey AJ, Makarov V, Ekins S..  (2022)  Multiple approaches to repurposing drugs for neuroblastoma.,  73  [PMID:36208544] [10.1016/j.bmc.2022.117043]

Source

Source(2):

• Scientific Literature
• Novartis Malaria Screening