N1-(4-(4-methoxyphenyl)pyrimidin-2-yl)benzene-1,3-diamine

ID: ALA4098016

PubChem CID: 137661113

Max Phase: Preclinical

Molecular Formula: C17H16N4O

Molecular Weight: 292.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccnc(Nc3cccc(N)c3)n2)cc1

Standard InChI:  InChI=1S/C17H16N4O/c1-22-15-7-5-12(6-8-15)16-9-10-19-17(21-16)20-14-4-2-3-13(18)11-14/h2-11H,18H2,1H3,(H,19,20,21)

Standard InChI Key:  LTHCKHIXPOIYDD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   10.2052  -10.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2041  -11.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9121  -11.7777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6218  -11.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6190  -10.5456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9103  -10.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9051   -9.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6132   -8.9158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6111   -8.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9016   -7.6921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1928   -8.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1984   -8.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8981   -6.8749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1886   -6.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3301  -11.7757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0372  -11.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7422  -11.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4488  -11.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4480  -10.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7346  -10.1395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0310  -10.5509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7305   -9.3223    0.0000 N   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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  6  7  1  0
 10 13  1  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098016

   ---

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: 292.34

Molecular Weight (Monoisotopic): 292.1324

AlogP: 3.48

#Rotatable Bonds: 4

Polar Surface Area: 73.06

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.48

CX Basic pKa: 4.48

CX LogP: 3.21

CX LogD: 3.21

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.72

Np Likeness Score: -1.19

References

1. Toviwek B, Suphakun P, Choowongkomon K, Hannongbua S, Gleeson MP..  (2017)  Synthesis and evaluation of the NSCLC anti-cancer activity and physical properties of 4-aryl-N-phenylpyrimidin-2-amines.,  27  (20): [PMID:28927795] [10.1016/j.bmcl.2017.08.063]

Source

Source(1):

• Scientific Literature