5-(8-Chloro-2,2,4-trimethyl-1,2-dihydro-quinolin-6-ylmethyl)-pyrimidine-2,4-diamine

ID: ALA294678

Chembl Id: CHEMBL294678

PubChem CID: 44301271

Max Phase: Preclinical

Molecular Formula: C17H20ClN5

Molecular Weight: 329.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(C)(C)Nc2c(Cl)cc(Cc3cnc(N)nc3N)cc21

Standard InChI:  InChI=1S/C17H20ClN5/c1-9-7-17(2,3)23-14-12(9)5-10(6-13(14)18)4-11-8-21-16(20)22-15(11)19/h5-8,23H,4H2,1-3H3,(H4,19,20,21,22)

Standard InChI Key:  OROOCWGRYQICCX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA294678

   5-[(8-chloro-2,2,4-trimethyl-1H-quinolin-6-yl)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: 329.84

Molecular Weight (Monoisotopic): 329.1407

AlogP: 3.49

#Rotatable Bonds: 2

Polar Surface Area: 89.85

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 3.19

CX LogD: 3.00

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -0.01

References

1. Johnson JV, Rauchman BS, Baccanari DP, Roth B..  (1989)  2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 12. 1,2-Dihydroquinolylmethyl analogues with high activity and specificity for bacterial dihydrofolate reductase.,  32  (8): [PMID:2666668] [10.1021/jm00128a042]

Source

Source(1):

• Scientific Literature