4-(2,4-Diamino-pyrimidin-5-ylmethyl)-2,6-diisopropyl-phenol

ID: ALA440946

Chembl Id: CHEMBL440946

PubChem CID: 13112740

Max Phase: Preclinical

Molecular Formula: C17H24N4O

Molecular Weight: 300.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)c1cc(Cc2cnc(N)nc2N)cc(C(C)C)c1O

Standard InChI:  InChI=1S/C17H24N4O/c1-9(2)13-6-11(7-14(10(3)4)15(13)22)5-12-8-20-17(19)21-16(12)18/h6-10,22H,5H2,1-4H3,(H4,18,19,20,21)

Standard InChI Key:  YZDAHKBHIGEAAB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA440946

   4-[(2,4-Diaminopyrimidin-5-yl)methyl]-2,6-di(propan-2-yl)phenol

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: 300.41

Molecular Weight (Monoisotopic): 300.1950

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 98.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.05

CX Basic pKa: 7.16

CX LogP: 3.94

CX LogD: 3.75

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.81

Np Likeness Score: 0.27

References

1. Roth B, Baccanari DP, Sigel CW, Hubbell JP, Eaddy J, Kao JC, Grace ME, Rauckman BS..  (1988)  2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 9. Lipophilic trimethoprim analogues as antigonococcal agents.,  31  (1): [PMID:3121854] [10.1021/jm00396a018]

2. 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