2-{6-[4-(2,4-Diamino-pyrimidin-5-ylmethyl)-2,6-dimethoxy-phenoxy]-hexyl}-isoindole-1,3-dione

ID: ALA174033

Chembl Id: CHEMBL174033

PubChem CID: 12752275

Max Phase: Preclinical

Molecular Formula: C27H31N5O5

Molecular Weight: 505.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OCCCCCCN1C(=O)c2ccccc2C1=O

Standard InChI:  InChI=1S/C27H31N5O5/c1-35-21-14-17(13-18-16-30-27(29)31-24(18)28)15-22(36-2)23(21)37-12-8-4-3-7-11-32-25(33)19-9-5-6-10-20(19)26(32)34/h5-6,9-10,14-16H,3-4,7-8,11-13H2,1-2H3,(H4,28,29,30,31)

Standard InChI Key:  GLKZCTNWPJZDNQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA174033

   2-[6-[4-[(2,4-Diaminopyrimidin-5-yl)methyl]-2,6-dimethoxyphenoxy]hexyl]isoindole-1,3-dione

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: 505.58

Molecular Weight (Monoisotopic): 505.2325

AlogP: 3.48

#Rotatable Bonds: 12

Polar Surface Area: 142.89

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 3.50

CX LogD: 3.31

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.28

Np Likeness Score: -0.37

References

1. Roth B, Aig E, Rauckman BS, Strelitz JZ, Phillips AP, Ferone R, Bushby SR, Sigel CW..  (1981)  2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 5. 3',5'-Dimethoxy-4'-substituted-benzyl analogues of trimethoprim.,  24  (8): [PMID:7035668] [10.1021/jm00140a005]

Source

Source(1):

• Scientific Literature