6-(2,3-Dimethylphenoxy)-N4-methylpyrimidine-2,4-diamine

ID: ALA4574443

PubChem CID: 80864262

Max Phase: Preclinical

Molecular Formula: C13H16N4O

Molecular Weight: 244.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(Oc2cccc(C)c2C)nc(N)n1

Standard InChI:  InChI=1S/C13H16N4O/c1-8-5-4-6-10(9(8)2)18-12-7-11(15-3)16-13(14)17-12/h4-7H,1-3H3,(H3,14,15,16,17)

Standard InChI Key:  OLNMROXLROQDJF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   32.3189  -19.6621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3178  -20.4816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0258  -20.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7355  -20.4811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7326  -19.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0240  -19.2532    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.4388  -19.2472    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.1480  -19.6531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6111  -19.2537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0256  -21.7078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3178  -22.1162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6136  -21.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9063  -22.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9056  -22.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6182  -23.3388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3226  -22.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0323  -23.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6209  -24.1560    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
  1  9  1  0
  3 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 16 17  1  0
 15 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4574443

   6-(2,3-dimethylphenoxy)-4-N-methylpyrimidine-2,4-diamine

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: 244.30

Molecular Weight (Monoisotopic): 244.1324

AlogP: 2.51

#Rotatable Bonds: 3

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: ┄

CX Basic pKa: 6.96

CX LogP: 3.09

CX LogD: 2.96

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -1.27

References

1. Farand J, Kropf JE, Blomgren P, Xu J, Schmitt AC, Newby ZE, Wang T, Murakami E, Barauskas O, Sudhamsu J, Feng JY, Niedziela-Majka A, Schultz BE, Schwartz K, Viatchenko-Karpinski S, Kornyeyev D, Kashishian A, Fan P, Chen X, Lansdon EB, Ports MO, Currie KS, Watkins WJ, Notte GT..  (2020)  Discovery of Potent and Selective MTH1 Inhibitors for Oncology: Enabling Rapid Target (In)Validation.,  11  (3): [PMID:32184970] [10.1021/acsmedchemlett.9b00420]

Source

Source(1):

• Scientific Literature