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

ID: ALA57458

Chembl Id: CHEMBL57458

PubChem CID: 44300725

Max Phase: Preclinical

Molecular Formula: C18H25N5

Molecular Weight: 311.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc(Cc2cnc(N)nc2N)cc2c1N(C)CCC2C

Standard InChI:  InChI=1S/C18H25N5/c1-4-13-7-12(8-14-10-21-18(20)22-17(14)19)9-15-11(2)5-6-23(3)16(13)15/h7,9-11H,4-6,8H2,1-3H3,(H4,19,20,21,22)

Standard InChI Key:  ROFHCHDLNGIYAX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA57458

   5-[(8-ethyl-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: 311.43

Molecular Weight (Monoisotopic): 311.2110

AlogP: 2.74

#Rotatable Bonds: 3

Polar Surface Area: 81.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.16

CX LogP: 3.59

CX LogD: 3.40

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: 0.13

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. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data