6-(3,4-dihydroisoquinolin-2(1H)-yl)-N4-methylpyrimidine-2,4-diamine

ID: ALA4534555

PubChem CID: 80767779

Max Phase: Preclinical

Molecular Formula: C14H17N5

Molecular Weight: 255.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(N2CCc3ccccc3C2)nc(N)n1

Standard InChI:  InChI=1S/C14H17N5/c1-16-12-8-13(18-14(15)17-12)19-7-6-10-4-2-3-5-11(10)9-19/h2-5,8H,6-7,9H2,1H3,(H3,15,16,17,18)

Standard InChI Key:  ISLRSZVJBCKULS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   27.4612   -2.2122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4600   -3.0358    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1722   -3.4489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8819   -3.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8790   -2.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1704   -1.8033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5893   -1.7973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3027   -2.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7492   -1.8037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1720   -4.2702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4549   -4.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8723   -5.4979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8761   -4.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1626   -5.9092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4541   -5.4922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7422   -5.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7377   -6.7203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4510   -7.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1600   -6.7255    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
 10 13  1  0
 11 15  1  0
 14 12  1  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4534555

   6-(3,4-dihydro-1H-isoquinolin-2-yl)-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: 255.32

Molecular Weight (Monoisotopic): 255.1484

AlogP: 1.66

#Rotatable Bonds: 2

Polar Surface Area: 67.07

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.01

CX LogP: 2.43

CX LogD: 2.29

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -1.34

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