5-[4-(2-Benzyloxy-ethoxy)-3,5-diethyl-benzyl]-pyrimidine-2,4-diamine

ID: ALA116993

Chembl Id: CHEMBL116993

PubChem CID: 13739872

Max Phase: Preclinical

Molecular Formula: C24H30N4O2

Molecular Weight: 406.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(Cc2cnc(N)nc2N)cc(CC)c1OCCOCc1ccccc1

Standard InChI:  InChI=1S/C24H30N4O2/c1-3-19-12-18(14-21-15-27-24(26)28-23(21)25)13-20(4-2)22(19)30-11-10-29-16-17-8-6-5-7-9-17/h5-9,12-13,15H,3-4,10-11,14,16H2,1-2H3,(H4,25,26,27,28)

Standard InChI Key:  WYDKBAJLSXXPOM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA116993

   5-[[3,5-Diethyl-4-(2-phenylmethoxyethoxy)phenyl]methyl]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: 406.53

Molecular Weight (Monoisotopic): 406.2369

AlogP: 3.95

#Rotatable Bonds: 10

Polar Surface Area: 96.28

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 5.19

CX LogD: 5.00

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -0.39

References

1. Roth B, Rauckman BS, Ferone R, Baccanari DP, Champness JN, Hyde RM..  (1987)  2,4-Diamino-5-benzylpyrimidines as antibacterial agents. 7. Analysis of the effect of 3,5-dialkyl substituent size and shape on binding to four different dihydrofolate reductase enzymes.,  30  (2): [PMID:3100802] [10.1021/jm00385a017]

Source

Source(1):

• Scientific Literature