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

ID: ALA59491

Chembl Id: CHEMBL59491

PubChem CID: 23323048

Max Phase: Preclinical

Molecular Formula: C17H23N5O

Molecular Weight: 313.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc2c1N(C)CCC2C

Standard InChI:  InChI=1S/C17H23N5O/c1-10-4-5-22(2)15-13(10)7-11(8-14(15)23-3)6-12-9-20-17(19)21-16(12)18/h7-10H,4-6H2,1-3H3,(H4,18,19,20,21)

Standard InChI Key:  VFMMMIYNLXXETQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA59491

   5-[(8-methoxy-1,4-dimethyl-3,4-dihydro-2H-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: 313.41

Molecular Weight (Monoisotopic): 313.1903

AlogP: 2.18

#Rotatable Bonds: 3

Polar Surface Area: 90.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 2.48

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.90

Np Likeness Score: 0.22

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