5-(4-Butoxy-3,5-dipropyl-benzyl)-pyrimidine-2,4-diamine

ID: ALA440334

Chembl Id: CHEMBL440334

PubChem CID: 13112761

Max Phase: Preclinical

Molecular Formula: C21H32N4O

Molecular Weight: 356.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms from Alternative Forms(1): TCMDC-137692

Canonical SMILES:  CCCCOc1c(CCC)cc(Cc2cnc(N)nc2N)cc1CCC

Standard InChI:  InChI=1S/C21H32N4O/c1-4-7-10-26-19-16(8-5-2)11-15(12-17(19)9-6-3)13-18-14-24-21(23)25-20(18)22/h11-12,14H,4-10,13H2,1-3H3,(H4,22,23,24,25)

Standard InChI Key:  OXRGQGLRPYROQW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA440334

   5-[(4-Butoxy-3,5-dipropylphenyl)methyl]pyrimidine-2,4-diamine

2. Alternative Forms:

   

   ALA440334

   5-[(4-Butoxy-3,5-dipropylphenyl)methyl]pyrimidine-2,4-diamine;hydrochloride

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: 356.51

Molecular Weight (Monoisotopic): 356.2576

AlogP: 4.32

#Rotatable Bonds: 10

Polar Surface Area: 87.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 5.73

CX LogD: 5.54

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.62

Np Likeness Score: 0.05

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