N-(5-(2,3-dimethylphenyl)-1,2,3,4-tetrahydro-1,6-naphthyridin-7-yl)methanesulfonamide

ID: ALA4575540

PubChem CID: 155563856

Max Phase: Preclinical

Molecular Formula: C17H21N3O2S

Molecular Weight: 331.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(-c2nc(NS(C)(=O)=O)cc3c2CCCN3)c1C

Standard InChI:  InChI=1S/C17H21N3O2S/c1-11-6-4-7-13(12(11)2)17-14-8-5-9-18-15(14)10-16(19-17)20-23(3,21)22/h4,6-7,10,18H,5,8-9H2,1-3H3,(H,19,20)

Standard InChI Key:  GLMQIIJYKOFTBX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    3.6650  -19.9139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2605  -19.2081    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8515  -19.9113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6789  -19.2081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6777  -20.0276    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3858  -20.4366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3840  -18.7992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0917  -19.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0914  -20.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7985  -20.4383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5104  -20.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5107  -19.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7991  -18.7959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3874  -21.2517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6779  -21.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6773  -22.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3854  -22.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0956  -22.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0927  -21.6577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711  -18.7997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708  -21.2498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9692  -22.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5556  -18.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  9  2  0
  8  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 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
  6 14  1  0
  4 20  1  0
 15 21  1  0
 16 22  1  0
 20  2  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575540

   ---

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: 331.44

Molecular Weight (Monoisotopic): 331.1354

AlogP: 3.10

#Rotatable Bonds: 3

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.98

CX Basic pKa: 0.88

CX LogP: 2.74

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: -0.76

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