GNF-Pf-4516

ID: ALA586029

Chembl Id: CHEMBL586029

PubChem CID: 1179668

Max Phase: Preclinical

Molecular Formula: C22H21NO6

Molecular Weight: 395.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: GNF-Pf-4516 | SMR000237575|GNF-Pf-4516|MLS000724686|CHEMBL586029|BDBM70815|cid_1179668|HMS2248I04|AKOS000810859|ethyl 1-(2-methyl-4,9-dioxobenzo[f][1]benzofuran-3-carbonyl)piperidine-4-carboxylate|AB00571608-02|SR-01000088329|SR-01000088329-1|Z57728304|1-(4,9-diketo-2-methyl-benzo[f]benzofuran-3-carbonyl)isonipecotic acid ethyl ester|1-[(2-methyl-4,9-dioxo-3-benzo[f]benzofuranyl)-oxomethyl]-4-piperidinecarboxylic acid ethyl ester|ethyl 1-[2-methyl-4,9-bis(oxidanylidene)benzo[f][1]benzofuran-3-ylShow More⌵

Canonical SMILES:  CCOC(=O)C1CCN(C(=O)c2c(C)oc3c2C(=O)c2ccccc2C3=O)CC1

Standard InChI:  InChI=1S/C22H21NO6/c1-3-28-22(27)13-8-10-23(11-9-13)21(26)16-12(2)29-20-17(16)18(24)14-6-4-5-7-15(14)19(20)25/h4-7,13H,3,8-11H2,1-2H3

Standard InChI Key:  YCQRDSJRASINSW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA586029

   1-(4,9-Diketo-2-methyl-benzo[f]benzofuran-3-carbonyl)isonipecotic acid ethyl ester

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: 395.41

Molecular Weight (Monoisotopic): 395.1369

AlogP: 2.78

#Rotatable Bonds: 3

Polar Surface Area: 93.89

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.05

CX LogD: 2.05

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.63

Np Likeness Score: -0.52

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. PubChem BioAssay data set, 

3. 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]

Source

Source(2):

• Novartis Malaria Screening
• PubChem BioAssays