5-((1R,2S,3S)-3-azido-1,2-bis(4-methoxyphenoxy)-4-(trityloxy)butyl)-N,N-dimethylpyrimidin-2-amine

ID: ALA3326639

Chembl Id: CHEMBL3326639

PubChem CID: 118711751

Max Phase: Preclinical

Molecular Formula: C43H42N6O5

Molecular Weight: 722.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(O[C@@H]([C@H](COC(c2ccccc2)(c2ccccc2)c2ccccc2)N=[N+]=[N-])[C@H](Oc2ccc(OC)cc2)c2cnc(N(C)C)nc2)cc1

Standard InChI:  InChI=1S/C43H42N6O5/c1-49(2)42-45-28-31(29-46-42)40(53-37-24-20-35(50-3)21-25-37)41(54-38-26-22-36(51-4)23-27-38)39(47-48-44)30-52-43(32-14-8-5-9-15-32,33-16-10-6-11-17-33)34-18-12-7-13-19-34/h5-29,39-41H,30H2,1-4H3/t39-,40+,41-/m0/s1

Standard InChI Key:  PIYCCIIILSXXIM-HMVVSKLPSA-N

Alternative Forms

1. Parent:

   

   ALA3326639

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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: 722.85

Molecular Weight (Monoisotopic): 722.3217

AlogP: 8.82

#Rotatable Bonds: 17

Polar Surface Area: 123.93

Molecular Species: ACID

HBA: 9

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -10.26

CX Basic pKa: 3.76

CX LogP: 9.15

CX LogD: 9.04

Aromatic Rings: 6

Heavy Atoms: 54

QED Weighted: 0.04

Np Likeness Score: -0.09

References

1. Lee S, Lim D, Lee E, Lee N, Lee HG, Cechetto J, Liuzzi M, Freitas-Junior LH, Song JS, Bae MA, Oh S, Ayong L, Park SB..  (2014)  Discovery of carbohybrid-based 2-aminopyrimidine analogues as a new class of rapid-acting antimalarial agents using image-based cytological profiling assay.,  57  (17): [PMID:25137549] [10.1021/jm5009693]

Source

Source(1):

• Scientific Literature