(S)-N4-methyl-6-(1-phenylethoxy)pyrimidine-2,4-diamine

ID: ALA4537820

PubChem CID: 155548365

Max Phase: Preclinical

Molecular Formula: C13H16N4O

Molecular Weight: 244.30

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(O[C@@H](C)c2ccccc2)nc(N)n1

Standard InChI:  InChI=1S/C13H16N4O/c1-9(10-6-4-3-5-7-10)18-12-8-11(15-2)16-13(14)17-12/h3-9H,1-2H3,(H3,14,15,16,17)/t9-/m0/s1

Standard InChI Key:  GDGIEMSFAOCJON-VIFPVBQESA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   24.9949  -28.1339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9938  -28.9613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7086  -29.3742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4251  -28.9609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4223  -28.1303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7068  -27.7211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.1351  -27.7151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8512  -28.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2804  -27.7216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7084  -30.1992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9938  -30.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2795  -30.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2822  -29.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5686  -28.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8530  -29.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8555  -30.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5696  -30.6130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9936  -31.4366    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  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 11 18  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4537820

   ---

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: 2.24

#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: ┄

CX Basic pKa: 6.97

CX LogP: 2.54

CX LogD: 2.41

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.86

Np Likeness Score: -0.99

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