4,6,8-trimethyl-N-(4,4,6-trimethyl-1,4-dihydropyrimidin-2-yl)quinazolin-2-amine

ID: ALA522887

Chembl Id: CHEMBL522887

Max Phase: Preclinical

Molecular Formula: C18H23N5

Molecular Weight: 309.42

Molecule Type: Small molecule

Names and Identifiers

Synonyms: DNDI1395216

Canonical SMILES:  CC1=CC(C)(C)N=C(Nc2nc(C)c3cc(C)cc(C)c3n2)N1

Standard InChI:  InChI=1S/C18H23N5/c1-10-7-11(2)15-14(8-10)13(4)20-16(21-15)22-17-19-12(3)9-18(5,6)23-17/h7-9H,1-6H3,(H2,19,20,21,22,23)

Standard InChI Key:  NXZXRPKKYIPBNO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA522887

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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: 309.42

Molecular Weight (Monoisotopic): 309.1953

AlogP: 3.61

#Rotatable Bonds: 1

Polar Surface Area: 62.20

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.21

CX LogP: 3.64

CX LogD: 3.42

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.84

Np Likeness Score: -0.60

References

1. Ciustea M, Silverman JE, Druck Shudofsky AM, Ricciardi RP..  (2008)  Identification of non-nucleoside DNA synthesis inhibitors of vaccinia virus by high-throughput screening.,  51  (20): [PMID:18808105] [10.1021/jm800366g]

2. PubChem BioAssay data set, 

3. Holloway GA, Charman WN, Fairlamb AH, Brun R, Kaiser M, Kostewicz E, Novello PM, Parisot JP, Richardson J, Street IP, Watson KG, Baell JB..  (2009)  Trypanothione reductase high-throughput screening campaign identifies novel classes of inhibitors with antiparasitic activity.,  53  (7): [PMID:19364854] [10.1128/aac.01568-08]

4. Melissa L. Sykes, Jonathan B. Baell, Marcel Kaiser, Eric Chatelain, Danny Ganame, Jean-Robert Ioset, Vicky M Avery. WEHI/Eskitis Trypanosoma b. brucei screening data,  [10.6019/CHEMBL2094269]

5. LaPorte MG, da Paz Lima DJ, Zhang F, Sen M, Grandis JR, Camarco D, Hua Y, Johnston PA, Lazo JS, Resnick LO, Wipf P, Huryn DM..  (2014)  2-Guanidinoquinazolines as new inhibitors of the STAT3 pathway.,  24  (21): [PMID:25288188] [10.1016/j.bmcl.2014.09.001]

6.  (2015)  Therapeutic compounds for blocking DNA synthesis of POX viruses, 

Source

Source(4):

• Scientific Literature
• PubChem BioAssays
• Drugs for Neglected Diseases Initiative (DNDi)
• BindingDB Database