1-[2-(1,3-Benzothiazol-2-ylamino)-4-ethyl-6-methylpyrimidin-5-yl]ethanone

ID: ALA3618301

PubChem CID: 122190937

Max Phase: Preclinical

Molecular Formula: C16H16N4OS

Molecular Weight: 312.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1nc(Nc2nc3ccccc3s2)nc(C)c1C(C)=O

Standard InChI:  InChI=1S/C16H16N4OS/c1-4-11-14(10(3)21)9(2)17-15(18-11)20-16-19-12-7-5-6-8-13(12)22-16/h5-8H,4H2,1-3H3,(H,17,18,19,20)

Standard InChI Key:  ZCHKNSORJMZOON-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    7.0107    5.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2105    5.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3207    1.3698    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0514    2.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2823    3.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7825    3.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0518    2.6354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1672    4.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5521    2.6989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1660    1.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3939    6.3092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  7  9  1  0
 10 11  1  0
  5 10  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 13 17  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 17 21  2  0
 16 18  2  0
 12 14  1  0
  3 12  1  0
  1  6  1  0
  1 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3618301

   ---

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: 312.40

Molecular Weight (Monoisotopic): 312.1045

AlogP: 3.90

#Rotatable Bonds: 4

Polar Surface Area: 67.77

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.73

CX Basic pKa: 0.59

CX LogP: 3.51

CX LogD: 2.17

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: -1.88

References

1. Chikhale R, Thorat S, Pant A, Jadhav A, Thatipamula KC, Bansode R, Bhargavi G, Karodia N, Rajasekharan MV, Paradkar A, Khedekar P..  (2015)  Design, synthesis and pharmacological evaluation of pyrimidobenzothiazole-3-carboxylate derivatives as selective L-type calcium channel blockers.,  23  (20): [PMID:26385444] [10.1016/j.bmc.2015.09.009]

Source

Source(1):

• Scientific Literature