N4-(3-aminopropyl)-5-iodo-N2-(3,4,5-trimethoxyphenyl)pyrimidine-2,4-diamine

ID: ALA4761770

PubChem CID: 162659965

Max Phase: Preclinical

Molecular Formula: C16H22IN5O3

Molecular Weight: 459.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2ncc(I)c(NCCCN)n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H22IN5O3/c1-23-12-7-10(8-13(24-2)14(12)25-3)21-16-20-9-11(17)15(22-16)19-6-4-5-18/h7-9H,4-6,18H2,1-3H3,(H2,19,20,21,22)

Standard InChI Key:  NMFNYBHGQPGMHJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    4.3159  -24.9766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0320  -23.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0307  -24.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7468  -24.9787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4647  -24.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4620  -23.7326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7453  -23.3225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1798  -24.9761    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8936  -24.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6072  -24.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3206  -24.5659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3199  -23.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5998  -23.3286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8894  -23.7439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5958  -22.5037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3082  -22.0877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0333  -23.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7489  -23.7361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0355  -24.9778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0362  -25.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6018  -24.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8869  -24.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1729  -24.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580  -24.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3176  -23.3235    0.0000 I   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 13 15  1  0
 15 16  1  0
 12 17  1  0
 17 18  1  0
 11 19  1  0
 19 20  1  0
  3  1  1  0
  1 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  2 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4761770

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 459.29

Molecular Weight (Monoisotopic): 459.0767

AlogP: 2.61

#Rotatable Bonds: 9

Polar Surface Area: 103.55

Molecular Species: BASE

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.58

CX Basic pKa: 9.82

CX LogP: 1.95

CX LogD: -0.37

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.39

Np Likeness Score: -0.78

References

1. Sun D,Yang Z,Zhen Y,Yang Y,Chen Y,Yuan Y,Zhang L,Zeng X,Chen L.  (2020)  Discovery of 5-bromo-4-phenoxy-N-phenylpyrimidin-2-amine derivatives as novel ULK1 inhibitors that block autophagy and induce apoptosis in non-small cell lung cancer.,  208  [PMID:32961380] [10.1016/j.ejmech.2020.112782]

Source

Source(1):

• Scientific Literature