4-(5-[(2,4-diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy)butanoic acid

ID: ALA1164279

Chembl Id: CHEMBL1164279

PubChem CID: 46844539

Max Phase: Preclinical

Molecular Formula: C20H23N5O4

Molecular Weight: 397.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NCc2ccc3nc(N)nc(N)c3c2)cc1OCCCC(=O)O

Standard InChI:  InChI=1S/C20H23N5O4/c1-28-16-7-5-13(10-17(16)29-8-2-3-18(26)27)23-11-12-4-6-15-14(9-12)19(21)25-20(22)24-15/h4-7,9-10,23H,2-3,8,11H2,1H3,(H,26,27)(H4,21,22,24,25)

Standard InChI Key:  HRLJXDNIMDPPNN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1164279

   4-(5-[(2,4-Diamino-6-quinazolinyl)methyl]amino-2-methoxyphenoxy)butanoic acid

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: 397.44

Molecular Weight (Monoisotopic): 397.1750

AlogP: 2.66

#Rotatable Bonds: 9

Polar Surface Area: 145.61

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.03

CX Basic pKa: 7.05

CX LogP: -0.21

CX LogD: -0.51

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: -0.77

References

1. Schormann N, Velu SE, Murugesan S, Senkovich O, Walker K, Chenna BC, Shinkre B, Desai A, Chattopadhyay D..  (2010)  Synthesis and characterization of potent inhibitors of Trypanosoma cruzi dihydrofolate reductase.,  18  (11): [PMID:20452776] [10.1016/j.bmc.2010.04.020]

Source

Source(1):

• Scientific Literature