5-(4-Dodecyloxy-3,5-diethyl-benzyl)-pyrimidine-2,4-diamine

ID: ALA120368

Chembl Id: CHEMBL120368

PubChem CID: 13739875

Max Phase: Preclinical

Molecular Formula: C27H44N4O

Molecular Weight: 440.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCCOc1c(CC)cc(Cc2cnc(N)nc2N)cc1CC

Standard InChI:  InChI=1S/C27H44N4O/c1-4-7-8-9-10-11-12-13-14-15-16-32-25-22(5-2)17-21(18-23(25)6-3)19-24-20-30-27(29)31-26(24)28/h17-18,20H,4-16,19H2,1-3H3,(H4,28,29,30,31)

Standard InChI Key:  QPCNVTNXJFMGQQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA120368

   5-[(4-Dodecoxy-3,5-diethylphenyl)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: 440.68

Molecular Weight (Monoisotopic): 440.3515

AlogP: 6.66

#Rotatable Bonds: 16

Polar Surface Area: 87.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 8.40

CX LogD: 8.21

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.29

Np Likeness Score: 0.00

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