methyl 8-cyclopropyl-9-oxo-8,9-dihydrothiazolo[5,4-f]quinazoline-2-carbimidate

ID: ALA4279616

PubChem CID: 145981446

Max Phase: Preclinical

Molecular Formula: C14H12N4O2S

Molecular Weight: 300.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=N)c1nc2ccc3ncn(C4CC4)c(=O)c3c2s1

Standard InChI:  InChI=1S/C14H12N4O2S/c1-20-12(15)13-17-9-5-4-8-10(11(9)21-13)14(19)18(6-16-8)7-2-3-7/h4-7,15H,2-3H2,1H3

Standard InChI Key:  YJGOBAYVKWEVDD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    5.7549  -19.7346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4630  -20.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1698  -18.9115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1686  -19.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8748  -20.1411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5867  -19.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5879  -18.9135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8772  -18.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7561  -18.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4610  -18.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2855  -17.7032    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.4720  -17.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1449  -18.3724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2966  -18.5066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8772  -17.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0585  -16.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621  -16.2080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2413  -16.9243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8278  -16.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1115  -18.5085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7046  -17.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  2  0
  1  2  1  0
  2  4  2  0
  3 10  2  0
  3  4  1  0
  3  8  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  7 14  1  0
  8 15  2  0
 12 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 20 14  1  0
 21 20  1  0
 14 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4279616

   ---

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: 300.34

Molecular Weight (Monoisotopic): 300.0681

AlogP: 2.31

#Rotatable Bonds: 2

Polar Surface Area: 80.86

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.99

CX LogP: 1.71

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.58

Np Likeness Score: -0.73

References

1. Jarhad DB, Mashelkar KK, Kim HR, Noh M, Jeong LS..  (2018)  Dual-Specificity Tyrosine Phosphorylation-Regulated Kinase 1A (DYRK1A) Inhibitors as Potential Therapeutics.,  61  (22): [PMID:29985601] [10.1021/acs.jmedchem.8b00185]

Source

Source(1):

• Scientific Literature