5-(8-Methoxy-2,2,4-trimethyl-1,2,3,4-tetrahydro-quinolin-6-ylmethyl)-pyrimidine-2,4-diamine

ID: ALA60647

Chembl Id: CHEMBL60647

PubChem CID: 44301296

Max Phase: Preclinical

Molecular Formula: C18H25N5O

Molecular Weight: 327.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc2c1NC(C)(C)CC2C

Standard InChI:  InChI=1S/C18H25N5O/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/h6-7,9-10,23H,5,8H2,1-4H3,(H4,19,20,21,22)

Standard InChI Key:  IPFLSUSUYBRVNV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA60647

   5-[(8-methoxy-2,2,4-trimethyl-3,4-dihydro-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: 327.43

Molecular Weight (Monoisotopic): 327.2059

AlogP: 2.94

#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: 2.54

CX LogD: 2.35

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 0.25

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