5-(8-Methoxy-4-methyl-1,2,3,4-tetrahydro-quinolin-6-ylmethyl)-pyrimidine-2,4-diamine; 2.0HCl

ID: ALA58038

Chembl Id: CHEMBL58038

Cas Number: 89445-82-9

PubChem CID: 23323038

Max Phase: Preclinical

Molecular Formula: C16H21N5O

Molecular Weight: 299.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc2c1NCCC2C

Standard InChI:  InChI=1S/C16H21N5O/c1-9-3-4-19-14-12(9)6-10(7-13(14)22-2)5-11-8-20-16(18)21-15(11)17/h6-9,19H,3-5H2,1-2H3,(H4,17,18,20,21)

Standard InChI Key:  AXNZFCMTBSSQSI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA58038

   5-[(1,2,3,4-Tetrahydro-8-methoxy-4-methyl-6-quinolinyl)methyl]-2,4-pyrimidinediamine

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: 299.38

Molecular Weight (Monoisotopic): 299.1746

AlogP: 2.16

#Rotatable Bonds: 3

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: 1.84

CX LogD: 1.65

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: 0.47

References

1. Rauckman BS, Tidwell MY, Johnson JV, Roth B..  (1989)  2,4-Diamino-5-benzylpyrimidines and analogues as antibacterial agents. 10. 2,4-Diamino-5-(6-quinolylmethyl)- and -[(tetrahydro-6-quinolyl)methyl]pyrimidine derivatives. Further specificity studies.,  32  (8): [PMID:2502632] [10.1021/jm00128a040]

2. 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