2-{[Ethyl-(4-fluoro-phenyl)-amino]-methyl}-7,8-dihydro-6H-cyclopenta[4,5]thiazolo[3,2-a]pyrimidin-4-one

ID: ALA4583809

Cas Number: 1698901-76-6

PubChem CID: 118017713

Max Phase: Preclinical

Molecular Formula: C18H18FN3OS

Molecular Weight: 343.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(Cc1cc(=O)n2c3c(sc2n1)CCC3)c1ccc(F)cc1

Standard InChI:  InChI=1S/C18H18FN3OS/c1-2-21(14-8-6-12(19)7-9-14)11-13-10-17(23)22-15-4-3-5-16(15)24-18(22)20-13/h6-10H,2-5,11H2,1H3

Standard InChI Key:  MKBFOAQLSFHEGN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   14.7007   -3.6732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4101   -3.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4101   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7007   -2.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9913   -3.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9913   -2.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2100   -3.5212    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7255   -2.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2089   -2.1939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7271   -1.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9485   -1.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9476   -2.5994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7007   -1.2093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1172   -3.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8297   -3.2667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5409   -3.6804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5368   -4.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2472   -4.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9606   -4.5017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9592   -3.6761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2482   -3.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8308   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5433   -2.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6724   -4.9103    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  6  4  1  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  5  6  1  0
  6  9  1  0
  8  7  1  0
  7  5  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  4 13  2  0
  2 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 15 22  1  0
 22 23  1  0
 19 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4583809

   6-[[ethyl-(4-Fluorophenyl)amino]methyl]-2,3-Dihydro-1~{h}-Cyclopenta[3,4][1,3]thiazolo[1,4-~{a}]pyrimidin-8-One

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: 343.43

Molecular Weight (Monoisotopic): 343.1155

AlogP: 3.41

#Rotatable Bonds: 4

Polar Surface Area: 37.61

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.20

CX LogP: 3.76

CX LogD: 3.76

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -2.38

References

1. Burnell ES, Irvine M, Fang G, Sapkota K, Jane DE, Monaghan DT..  (2018)  Positive and Negative Allosteric Modulators of N-Methyl-d-aspartate (NMDA) Receptors: Structure-Activity Relationships and Mechanisms of Action.,  62  (1): [PMID:29446949] [10.1021/acs.jmedchem.7b01640]

Source

Source(1):

• Scientific Literature