ID: ALA582107

Max Phase: Preclinical

Molecular Formula: C20H17N3O4

Molecular Weight: 363.37

Molecule Type: Small molecule

Representations

Synonyms (1): GNF-Pf-396
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1oc2c(c1C(=O)NCCCn1ccnc1)C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C20H17N3O4/c1-12-15(20(26)22-7-4-9-23-10-8-21-11-23)16-17(24)13-5-2-3-6-14(13)18(25)19(16)27-12/h2-3,5-6,8,10-11H,4,7,9H2,1H3,(H,22,26)

Standard InChI Key:  YIRWPEPEHAEFKN-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: 363.37

Molecular Weight (Monoisotopic): 363.1219

AlogP: 2.38

#Rotatable Bonds: 5

Polar Surface Area: 94.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.52

CX Basic pKa: 6.79

CX LogP: 1.22

CX LogD: 1.15

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -0.85

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. Lin CY, Wu HY, Hsu YL, Cheng TR, Liu JH, Huang RJ, Hsiao TH, Wang CJ, Hung PF, Lan A, Pan SH, Chein RJ, Wong CH, Yang PC..  (2020)  Suppression of Drug-Resistant Non-Small-Cell Lung Cancer with Inhibitors Targeting Minichromosomal Maintenance Protein.,  63  (6): [PMID:32125853] [10.1021/acs.jmedchem.9b01783]

Source

Source(2):

• Scientific Literature
• Novartis Malaria Screening