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

ID: ALA58138

Chembl Id: CHEMBL58138

PubChem CID: 44301221

Max Phase: Preclinical

Molecular Formula: C19H25N5O

Molecular Weight: 339.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1cc(Cc2cnc(N)nc2N)cc2c1NC(C)(C)C=C2C

Standard InChI:  InChI=1S/C19H25N5O/c1-5-25-15-8-12(6-13-10-22-18(21)23-17(13)20)7-14-11(2)9-19(3,4)24-16(14)15/h7-10,24H,5-6H2,1-4H3,(H4,20,21,22,23)

Standard InChI Key:  DQPUBTQFXJVGQW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA58138

   5-[(8-ethoxy-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: 339.44

Molecular Weight (Monoisotopic): 339.2059

AlogP: 3.24

#Rotatable Bonds: 4

Polar Surface Area: 99.08

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.79

CX LogD: 2.60

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.79

Np Likeness Score: 0.06

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