5-(2-Iodo-benzyl)-pyrimidine-2,4-diamine

ID: ALA336639

PubChem CID: 10806015

Max Phase: Preclinical

Molecular Formula: C11H11IN4

Molecular Weight: 326.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(Cc2ccccc2I)c(N)n1

Standard InChI:  InChI=1S/C11H11IN4/c12-9-4-2-1-3-7(9)5-8-6-15-11(14)16-10(8)13/h1-4,6H,5H2,(H4,13,14,15,16)

Standard InChI Key:  OWELOMASCPVSLB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    5.6542   -2.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -2.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2292   -2.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6542   -3.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417   -3.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125   -2.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2250   -3.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -2.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9375   -1.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3750   -3.7250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -1.2542    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -2.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792   -3.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -3.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  2  0
  6  3  1  0
  7  6  1  0
  8  5  1  0
  9  7  2  0
 10  2  1  0
 11  4  1  0
 12  9  1  0
 13  7  1  0
 14  9  1  0
 15 13  2  0
 16 15  1  0
  8  3  2  0
 16 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA336639

   5-[(2-Iodophenyl)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: 326.14

Molecular Weight (Monoisotopic): 326.0028

AlogP: 1.84

#Rotatable Bonds: 2

Polar Surface Area: 77.82

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.15

CX LogP: 2.69

CX LogD: 2.50

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: -0.51

References

1. Selassie CD, Gan WX, Kallander LS, Klein TE..  (1998)  Quantitative structure-activity relationships of 2, 4-diamino-5-(2-X-benzyl)pyrimidines versus bacterial and avian dihydrofolate reductase.,  41  (22): [PMID:9784101] [10.1021/jm970776j]

Source

Source(1):

• Scientific Literature