5-(4-Chloro-phenyl)-1,3,5-triaza-spiro[5.5]undeca-1,3-diene-2,4-diamine

ID: ALA574656

Chembl Id: CHEMBL574656

PubChem CID: 4068361

Max Phase: Preclinical

Molecular Formula: C14H18ClN5

Molecular Weight: 291.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC1=NC2(CCCCC2)N(c2ccc(Cl)cc2)C(N)=N1

Standard InChI:  InChI=1S/C14H18ClN5/c15-10-4-6-11(7-5-10)20-13(17)18-12(16)19-14(20)8-2-1-3-9-14/h4-7H,1-3,8-9H2,(H4,16,17,18,19)

Standard InChI Key:  HVLCNNIHIPOVOP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA574656

   5-(4-Chlorophenyl)-1,3,5-triazaspiro[5.5]undeca-1,3-diene-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: 291.79

Molecular Weight (Monoisotopic): 291.1251

AlogP: 2.45

#Rotatable Bonds: 1

Polar Surface Area: 80.00

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.22

CX LogP: 2.96

CX LogD: 2.09

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.83

Np Likeness Score: -0.43

References

1. Ma X, Poon TY, Wong PT, Chui WK..  (2009)  Synthesis and in vitro evaluation of 2,4-diamino-1,3,5-triazine derivatives as neuronal voltage-gated sodium channel blockers.,  19  (19): [PMID:19716698] [10.1016/j.bmcl.2009.08.052]

2. Tonelli M, Espinoza S, Gainetdinov RR, Cichero E..  (2017)  Novel biguanide-based derivatives scouted as TAAR1 agonists: Synthesis, biological evaluation, ADME prediction and molecular docking studies.,  127  [PMID:27823885] [10.1016/j.ejmech.2016.10.058]

3. Tonelli M, Naesens L, Gazzarrini S, Santucci M, Cichero E, Tasso B, Moroni A, Costi MP, Loddo R..  (2017)  Host dihydrofolate reductase (DHFR)-directed cycloguanil analogues endowed with activity against influenza virus and respiratory syncytial virus.,  135  [PMID:28477572] [10.1016/j.ejmech.2017.04.070]

Source

Source(1):

• Scientific Literature