GNF-Pf-173

ID: ALA2310931

Chembl Id: CHEMBL2310931

PubChem CID: 71716694

Max Phase: Preclinical

Molecular Formula: C20H21N7O5

Molecular Weight: 439.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c2nc(CCc3ccc(C(=O)N[C@H](CCC(=O)O)C(=O)O)cc3)cnc2n1

Standard InChI:  InChI=1S/C20H21N7O5/c21-16-15-17(27-20(22)26-16)23-9-12(24-15)6-3-10-1-4-11(5-2-10)18(30)25-13(19(31)32)7-8-14(28)29/h1-2,4-5,9,13H,3,6-8H2,(H,25,30)(H,28,29)(H,31,32)(H4,21,22,23,26,27)/t13-/m1/s1

Standard InChI Key:  LGFLRHWJJKLPCC-CYBMUJFWSA-N

Alternative Forms

1. Parent:

   

   ALA2310931

   (2R)-2-[[4-[2-(2,4-diaminopteridin-6-yl)ethyl]benzoyl]amino]pentanedioic acid

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: 439.43

Molecular Weight (Monoisotopic): 439.1604

AlogP: 0.42

#Rotatable Bonds: 9

Polar Surface Area: 207.30

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.34

CX Basic pKa: 2.88

CX LogP: 0.27

CX LogD: -6.04

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.31

Np Likeness Score: -0.17

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]

Source

Source(1):

• Novartis Malaria Screening