6-(2-Aminoethylamino)-3-(4-ethylbenzyl)-1-(4-methoxybenzyl)-1,3,5-triazine-2,4(1H,3H)-dione

ID: ALA514895

PubChem CID: 25138121

Max Phase: Preclinical

Molecular Formula: C22H27N5O3

Molecular Weight: 409.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc(Cn2c(=O)nc(NCCN)n(Cc3ccc(OC)cc3)c2=O)cc1

Standard InChI:  InChI=1S/C22H27N5O3/c1-3-16-4-6-17(7-5-16)15-27-21(28)25-20(24-13-12-23)26(22(27)29)14-18-8-10-19(30-2)11-9-18/h4-11H,3,12-15,23H2,1-2H3,(H,24,25,28)

Standard InChI Key:  SBCYNSAHFDNMMM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   12.7377    1.4163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7377    0.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4522    0.1741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1713    0.5867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1713    1.4163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4522    1.8335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4509    2.6585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0231    0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0221    1.8271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3086    1.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4509   -0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7359   -1.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0266   -0.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3120   -1.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3105   -1.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0294   -2.2955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7410   -1.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5968    1.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8837    1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8853    0.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6058    0.1758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3159    0.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1723    0.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4563    0.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5959   -2.2946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8814   -1.8820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8852    0.1731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6002    0.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3142    0.1712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0292    0.5827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 14 15  2  0
  1  2  1  0
 15 16  1  0
  2  8  2  0
 16 17  2  0
 17 12  1  0
  1  6  1  0
 10 18  2  0
  1  9  1  0
 18 19  1  0
  2  3  1  0
 19 20  2  0
  9 10  1  0
 20 21  1  0
  3  4  1  0
 21 22  2  0
 22 10  1  0
  3 11  1  0
 20 23  1  0
  4  5  2  0
 23 24  1  0
 11 12  1  0
 15 25  1  0
  5  6  1  0
 25 26  1  0
 12 13  2  0
  4 27  1  0
 27 28  1  0
 13 14  1  0
 28 29  1  0
  6  7  2  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA514895

   6-[(2-Aminoethyl)amino]-3-[(4-ethylphenyl)methyl]-1-[(4-methoxyphenyl)methyl]-1,2,3,4-tetrahydro-1,3,5-triazine-2,4-dione

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: 409.49

Molecular Weight (Monoisotopic): 409.2114

AlogP: 1.44

#Rotatable Bonds: 9

Polar Surface Area: 104.17

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.06

CX LogP: 2.76

CX LogD: 2.01

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.55

Np Likeness Score: -0.92

References

1. Balboni G, Lazzari I, Trapella C, Negri L, Lattanzi R, Giannini E, Nicotra A, Melchiorri P, Visentin S, Nuccio CD, Salvadori S..  (2008)  Triazine compounds as antagonists at Bv8-prokineticin receptors.,  51  (23): [PMID:19006379] [10.1021/jm800854e]

Source

Source(1):

• Scientific Literature