[6-(2,4-Diamino-pyrimidin-5-ylmethyl)-8-methoxy-1,2,3,4-tetrahydro-quinolin-3-yl]-methanol

ID: ALA293977

Chembl Id: CHEMBL293977

PubChem CID: 44300778

Max Phase: Preclinical

Molecular Formula: C16H21N5O2

Molecular Weight: 315.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cc2cnc(N)nc2N)cc2c1NCC(CO)C2

Standard InChI:  InChI=1S/C16H21N5O2/c1-23-13-5-9(3-12-7-20-16(18)21-15(12)17)2-11-4-10(8-22)6-19-14(11)13/h2,5,7,10,19,22H,3-4,6,8H2,1H3,(H4,17,18,20,21)

Standard InChI Key:  PXEPXKJNUDMGFE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA293977

   [6-[(2,4-Diaminopyrimidin-5-yl)methyl]-8-methoxy-1,2,3,4-tetrahydroquinolin-3-yl]methanol

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: 315.38

Molecular Weight (Monoisotopic): 315.1695

AlogP: 0.82

#Rotatable Bonds: 4

Polar Surface Area: 119.31

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 0.53

CX LogD: 0.33

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.66

Np Likeness Score: 0.40

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