(S)-6-chloro-N2-(pentan-3-yl)-N4-(1-phenylethyl)-1,3,5-triazine-2,4-diamine

ID: ALA2271655

PubChem CID: 76323375

Max Phase: Preclinical

Molecular Formula: C16H22ClN5

Molecular Weight: 319.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC)Nc1nc(Cl)nc(N[C@@H](C)c2ccccc2)n1

Standard InChI:  InChI=1S/C16H22ClN5/c1-4-13(5-2)19-16-21-14(17)20-15(22-16)18-11(3)12-9-7-6-8-10-12/h6-11,13H,4-5H2,1-3H3,(H2,18,19,20,21,22)/t11-/m0/s1

Standard InChI Key:  GWBKHJNYFUKBAP-NSHDSACASA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    8.7937  -23.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7926  -24.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5006  -24.7784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2103  -24.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2074  -23.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4988  -23.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9136  -23.1351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6228  -23.5410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9105  -22.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3290  -23.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0367  -23.5391    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7424  -23.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7397  -22.3104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0255  -21.9047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3227  -22.3176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0195  -21.0875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.4514  -23.5348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4541  -24.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1631  -24.7582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1658  -25.5754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7477  -24.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0387  -24.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  6
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 14 16  1  0
 12 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2271655

   6-chloro-2-N-pentan-3-yl-4-N-[(1S)-1-phenylethyl]-1,3,5-triazine-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: 319.84

Molecular Weight (Monoisotopic): 319.1564

AlogP: 4.30

#Rotatable Bonds: 7

Polar Surface Area: 62.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.50

CX Basic pKa: 4.12

CX LogP: 5.03

CX LogD: 5.03

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -0.86

References

1. Omokawa H, Tabei A..  (2002)  Enantioselective effects of optically active alpha-methylbenzyl-s-triazine on the root growth of rice and Echinochloa plants and their herbicidal activity.,  66  (9): [PMID:12400699] [10.1271/bbb.66.1959]

Source

Source(1):

• Scientific Literature