6-ethyl-5-(3-(7-(pyridin-4-yl)benzo[d][1,3]dioxol-5-yl)but-1-ynyl)pyrimidine-2,4-diamine

ID: ALA4532935

Chembl Id: CHEMBL4532935

PubChem CID: 118297966

Max Phase: Preclinical

Molecular Formula: C22H21N5O2

Molecular Weight: 387.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1nc(N)nc(N)c1C#CC(C)c1cc2c(c(-c3ccncc3)c1)OCO2

Standard InChI:  InChI=1S/C22H21N5O2/c1-3-18-16(21(23)27-22(24)26-18)5-4-13(2)15-10-17(14-6-8-25-9-7-14)20-19(11-15)28-12-29-20/h6-11,13H,3,12H2,1-2H3,(H4,23,24,26,27)

Standard InChI Key:  BFKKZVMQJNNEFK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4532935

   6-Ethyl-5-[3-(7-pyridin-4-yl-1,3-benzodioxol-5-yl)but-1-ynyl]pyrimidine-2,4-diamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 387.44

Molecular Weight (Monoisotopic): 387.1695

AlogP: 3.15

#Rotatable Bonds: 3

Polar Surface Area: 109.17

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.12

CX LogP: 3.40

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -0.26

References

1. Reeve SM, Scocchera E, Ferreira JJ, G-Dayanandan N, Keshipeddy S, Wright DL, Anderson AC..  (2016)  Charged Propargyl-Linked Antifolates Reveal Mechanisms of Antifolate Resistance and Inhibit Trimethoprim-Resistant MRSA Strains Possessing Clinically Relevant Mutations.,  59  (13): [PMID:27308944] [10.1021/acs.jmedchem.6b00688]

2. He J, Qiao W, An Q, Yang T, Luo Y..  (2020)  Dihydrofolate reductase inhibitors for use as antimicrobial agents.,  195  [PMID:32298876] [10.1016/j.ejmech.2020.112268]

Source

Source(1):

• Scientific Literature