5-(2,2,4-Trimethyl-8-methylsulfanyl-1,2-dihydro-quinolin-6-ylmethyl)-pyrimidine-2,4-diamine

ID: ALA300545

Chembl Id: CHEMBL300545

PubChem CID: 44301315

Max Phase: Preclinical

Molecular Formula: C18H23N5S

Molecular Weight: 341.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSc1cc(Cc2cnc(N)nc2N)cc2c1NC(C)(C)C=C2C

Standard InChI:  InChI=1S/C18H23N5S/c1-10-8-18(2,3)23-15-13(10)6-11(7-14(15)24-4)5-12-9-21-17(20)22-16(12)19/h6-9,23H,5H2,1-4H3,(H4,19,20,21,22)

Standard InChI Key:  WYXYKJYNDKXGJN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA300545

   5-[(2,2,4-trimethyl-8-methylsulfanyl-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: 341.48

Molecular Weight (Monoisotopic): 341.1674

AlogP: 3.56

#Rotatable Bonds: 3

Polar Surface Area: 89.85

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 3.22

CX LogD: 3.03

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: 0.00

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