2-(4-amino-2-oxopyridin-1(2H)-yl)-N-benzyl-4-methylthiazole-5-carboxamide

ID: ALA3104404

PubChem CID: 24985270

Max Phase: Preclinical

Molecular Formula: C17H16N4O2S

Molecular Weight: 340.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-n2ccc(N)cc2=O)sc1C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C17H16N4O2S/c1-11-15(16(23)19-10-12-5-3-2-4-6-12)24-17(20-11)21-8-7-13(18)9-14(21)22/h2-9H,10,18H2,1H3,(H,19,23)

Standard InChI Key:  FTEMUXGUUVKJNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    7.3850  -15.3661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6924  -14.9323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6731  -14.1145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8887  -13.8821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4264  -14.5573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9266  -15.2047    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6154  -13.1120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6095  -14.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1808  -13.8850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2214  -15.2999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3639  -13.9085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352  -13.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3262  -12.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8981  -11.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0804  -11.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6926  -12.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1229  -13.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3504  -16.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0388  -16.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7631  -16.2373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7946  -15.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1018  -14.9815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1311  -14.1648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4539  -16.6738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  2  3  2  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  4  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 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
  1 18  1  0
  1 22  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3104404

   2-(4-Amino-2-oxopyridin-1(2H)-yl)-N-benzyl-4-methylthiazole-5-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 340.41

Molecular Weight (Monoisotopic): 340.0994

AlogP: 2.11

#Rotatable Bonds: 4

Polar Surface Area: 90.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: 1.69

CX LogP: 1.27

CX LogD: 1.27

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.76

Np Likeness Score: -1.71

References

1. Sun S, Zhang Z, Raina V, Pokrovskaia N, Hou D, Namdari R, Khakh K, Ratkay LG, McLaren DG, Mork M, Fu J, Ferreira S, Hubbard B, Winther MD, Dales N..  (2014)  Discovery of thiazolylpyridinone SCD1 inhibitors with preferential liver distribution and reduced mechanism-based adverse effects.,  24  (2): [PMID:24370012] [10.1016/j.bmcl.2013.12.035]

Source

Source(1):

• Scientific Literature