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

ID: ALA2271656

PubChem CID: 76334212

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-/m1/s1

Standard InChI Key:  GWBKHJNYFUKBAP-LLVKDONJSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    1.0304  -23.9214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0292  -24.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7373  -25.1499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4470  -24.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4441  -23.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7355  -23.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1503  -23.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8595  -23.9124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1472  -22.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5657  -23.5012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2734  -23.9105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9790  -23.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9764  -22.6819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2622  -22.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5594  -22.6890    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2562  -21.4590    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.6881  -23.9062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6908  -24.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3998  -25.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4025  -25.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9844  -25.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2754  -24.7280    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  1
  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:

   

   ALA2271656

   6-chloro-2-N-pentan-3-yl-4-N-[(1R)-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