ID: ALA3219804

Max Phase: Preclinical

Molecular Formula: C21H21N5O

Molecular Weight: 359.43

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCc1nc(N)nc(N)c1C#CCc1cc(OC)cc(-c2ccncc2)c1

Standard InChI:  InChI=1S/C21H21N5O/c1-3-19-18(20(22)26-21(23)25-19)6-4-5-14-11-16(13-17(12-14)27-2)15-7-9-24-10-8-15/h7-13H,3,5H2,1-2H3,(H4,22,23,25,26)

Standard InChI Key:  COHGVYNMDPBQFR-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: 359.43

Molecular Weight (Monoisotopic): 359.1746

AlogP: 2.87

#Rotatable Bonds: 4

Polar Surface Area: 99.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.12

CX LogP: 3.33

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.48

References

1. Zhou W, Scocchera EW, Wright DL, Anderson AC.  (2013)  Antifolates as effective antimicrobial agents: new generations of trimethoprim analogs,  4  (6): [10.1039/C3MD00104K]

2. Zhou W, Viswanathan K, Hill D, Anderson AC, Wright DL..  (2012)  Acetylenic linkers in lead compounds: a study of the stability of the propargyl-linked antifolates.,  40  (10): [PMID:22815313] [10.1124/dmd.112.046870]

3.  (2014)  Heterocyclic analogs of propargyl-linked inhibitors of dihydrofolate reductase, 

Source

Source(2):

• Scientific Literature
• BindingDB Database