N4-methyl-6-phenoxypyrimidine-2,4-diamine

ID: ALA4476519

PubChem CID: 80869080

Max Phase: Preclinical

Molecular Formula: C11H12N4O

Molecular Weight: 216.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(Oc2ccccc2)nc(N)n1

Standard InChI:  InChI=1S/C11H12N4O/c1-13-9-7-10(15-11(12)14-9)16-8-5-3-2-4-6-8/h2-7H,1H3,(H3,12,13,14,15)

Standard InChI Key:  QSEUPMJBKQHCBE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   25.1747  -19.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1735  -20.3867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8816  -20.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5912  -20.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5884  -19.5636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8798  -19.1583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.2946  -19.1523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0038  -19.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4669  -19.1587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8814  -21.6128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1736  -22.0213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4694  -21.6094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7621  -22.0172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7614  -22.8353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4740  -23.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1784  -22.8338    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
M  END

Alternative Forms

1. Parent:

   

   ALA4476519

   4-N-methyl-6-phenoxypyrimidine-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: 216.24

Molecular Weight (Monoisotopic): 216.1011

AlogP: 1.89

#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: 2.06

CX LogD: 1.93

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.82

Np Likeness Score: -1.21

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