2-[6-(2,4-Diamino-pyrimidin-5-ylmethyl)-8-methoxy-4-methyl-3,4-dihydro-2H-quinolin-1-yl]-ethanol

ID: ALA58074

Chembl Id: CHEMBL58074

PubChem CID: 44300858

Max Phase: Preclinical

Molecular Formula: C18H25N5O2

Molecular Weight: 343.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H25N5O2/c1-11-3-4-23(5-6-24)16-14(11)8-12(9-15(16)25-2)7-13-10-21-18(20)22-17(13)19/h8-11,24H,3-7H2,1-2H3,(H4,19,20,21,22)

Standard InChI Key:  IZJHXNMVMRCLAW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA58074

   2-[6-[(2,4-diaminopyrimidin-5-yl)methyl]-8-methoxy-4-methyl-3,4-dihydro-2H-quinolin-1-yl]ethanol

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: 343.43

Molecular Weight (Monoisotopic): 343.2008

AlogP: 1.55

#Rotatable Bonds: 5

Polar Surface Area: 110.52

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 1.79

CX LogD: 1.60

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: 0.10

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]

Source

Source(1):

• Scientific Literature