5-[8-(2-Methoxy-ethoxy)-1,2,3,4-tetrahydro-quinolin-6-ylmethyl]-pyrimidine-2,4-diamine

ID: ALA61260

Chembl Id: CHEMBL61260

PubChem CID: 23323034

Max Phase: Preclinical

Molecular Formula: C17H23N5O2

Molecular Weight: 329.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCOc1cc(Cc2cnc(N)nc2N)cc2c1NCCC2

Standard InChI:  InChI=1S/C17H23N5O2/c1-23-5-6-24-14-9-11(7-12-3-2-4-20-15(12)14)8-13-10-21-17(19)22-16(13)18/h7,9-10,20H,2-6,8H2,1H3,(H4,18,19,21,22)

Standard InChI Key:  AEQAPJCADMGBFW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA61260

   2,4-Diamino-5-(1,2,3,4-tetrahydro-8-(2-methoxyethoxy)-6-quinolylmethyl)pyrimidine

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: 329.40

Molecular Weight (Monoisotopic): 329.1852

AlogP: 1.62

#Rotatable Bonds: 6

Polar Surface Area: 108.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.17

CX LogP: 1.51

CX LogD: 1.32

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.69

Np Likeness Score: -0.27

References

1. Rauckman BS, Tidwell MY, Johnson JV, Roth B..  (1989)  2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 10. 2,4-Diamino-5-(6-quinolylmethyl)- and -[(tetrahydro-6-quinolyl)methyl]pyrimidine derivatives. Further specificity studies.,  32  (8): [PMID:2502632] [10.1021/jm00128a040]

Source

Source(1):

• Scientific Literature