6-methyl-5-(3-methyl-3-(3,4,5-trimethoxyphenyl)but-1-ynyl)pyrimidine-2,4-diamine

ID: ALA1230365

Chembl Id: CHEMBL1230365

Cas Number: 1120358-02-2

PubChem CID: 25187896

Max Phase: Preclinical

Molecular Formula: C19H24N4O3

Molecular Weight: 356.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(C)(C)C#Cc2c(C)nc(N)nc2N)cc(OC)c1OC

Standard InChI:  InChI=1S/C19H24N4O3/c1-11-13(17(20)23-18(21)22-11)7-8-19(2,3)12-9-14(24-4)16(26-6)15(10-12)25-5/h9-10H,1-6H3,(H4,20,21,22,23)

Standard InChI Key:  FJNFXXGWYVMQNA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1230365

   6-Methyl-5-[3-Methyl-3-(3,4,5-Trimethoxyphenyl)but-1-Yn-1-Yl]pyrimidine-2,4-Diamine

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: 356.43

Molecular Weight (Monoisotopic): 356.1848

AlogP: 2.30

#Rotatable Bonds: 4

Polar Surface Area: 105.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.29

CX LogP: 2.48

CX LogD: 2.23

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.81

Np Likeness Score: -0.34

References

1. Beierlein JM, Karri NG, Anderson AC..  (2010)  Targeted mutations of Bacillus anthracis dihydrofolate reductase condense complex structure−activity relationships.,  53  (20): [PMID:20882962] [10.1021/jm100727t]

2. Paulsen JL, Viswanathan K, Wright DL, Anderson AC..  (2013)  Structural analysis of the active sites of dihydrofolate reductase from two species of Candida uncovers ligand-induced conformational changes shared among species.,  23  (5): [PMID:23375226] [10.1016/j.bmcl.2013.01.008]

Source

Source(1):

• Scientific Literature