7-((4-fluorophenoxy)methyl)-3-((1R,2S)-2-(hydroxymethyl)cyclopropyl)-2-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one

ID: ALA4515734

PubChem CID: 118009615

Max Phase: Preclinical

Molecular Formula: C18H17FN2O3S

Molecular Weight: 360.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1sc2nc(COc3ccc(F)cc3)cc(=O)n2c1[C@@H]1C[C@@H]1CO

Standard InChI:  InChI=1S/C18H17FN2O3S/c1-10-17(15-6-11(15)8-22)21-16(23)7-13(20-18(21)25-10)9-24-14-4-2-12(19)3-5-14/h2-5,7,11,15,22H,6,8-9H2,1H3/t11-,15-/m1/s1

Standard InChI Key:  CJDCZVBFZVDWJU-IAQYHMDHSA-N

Molfile:  

 
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    3.6358  -21.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1174  -22.5421    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5995  -20.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5109  -20.8916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111  -20.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0537  -20.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8569  -20.4400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5962  -19.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4515734

   7-[(4-fluorophenoxy)methyl]-3-[(1R,2S)-2-(hydroxymethyl)cyclopropyl]-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-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: 360.41

Molecular Weight (Monoisotopic): 360.0944

AlogP: 2.88

#Rotatable Bonds: 5

Polar Surface Area: 63.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.35

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -1.07

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