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

ID: ALA4529335

PubChem CID: 155545184

Max Phase: Preclinical

Molecular Formula: C19H23N3O

Molecular Weight: 309.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)Nc1cc2c(c(-c3cccc(C)c3C)n1)CCCN2

Standard InChI:  InChI=1S/C19H23N3O/c1-4-18(23)21-17-11-16-15(9-6-10-20-16)19(22-17)14-8-5-7-12(2)13(14)3/h5,7-8,11,20H,4,6,9-10H2,1-3H3,(H,21,22,23)

Standard InChI Key:  HVJALWDWPOQPJS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   12.3101   -2.9138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3090   -3.7333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0170   -4.1423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0152   -2.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7230   -2.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7227   -3.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4297   -4.1440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1417   -3.7359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1420   -2.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4304   -2.5016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0186   -4.9574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3092   -5.3651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3085   -6.1816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0166   -6.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7268   -6.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7240   -5.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6023   -2.5054    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8947   -2.9141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8949   -3.7313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6020   -4.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6005   -6.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1869   -2.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4793   -2.9145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  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
  3 11  1  0
  1 17  1  0
 17 18  1  0
 18 19  2  0
 12 20  1  0
 13 21  1  0
 18 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529335

   ---

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: 309.41

Molecular Weight (Monoisotopic): 309.1841

AlogP: 4.07

#Rotatable Bonds: 3

Polar Surface Area: 54.02

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.15

CX Basic pKa: 7.34

CX LogP: 4.31

CX LogD: 4.04

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.90

Np Likeness Score: -0.89

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