(S)-2-Amino-3-(5-chloro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionic acid

ID: ALA121388

Chembl Id: CHEMBL121388

Cas Number: 140187-24-2

PubChem CID: 44152410

Max Phase: Preclinical

Molecular Formula: C7H8ClN3O4

Molecular Weight: 233.61

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (S)-5-Chlorowillardiine | 5-Chlorowillardiine|140187-24-2|CHEMBL121388|3-(5-Chloro-2,4-Dioxo-3,4-Dihydropyrimidin-1(2h)-Yl)-L-Alanine|1(2H)-Pyrimidinepropanoic acid, alpha-amino-5-chloro-3,4-dihydro-2,4-dioxo-, (S)-|chlorowillardiine|CWD|(S)-5-Chlorowillardiine|DTXSID40930731|BDBM50060632|Q27458983|3-(5-Chloro-4-hydroxy-2-oxopyrimidin-1(2H)-yl)alanine|(S)-2-Amino-3-(5-chloro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionic acid|(S)-2-amino-3-(5-chloro-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)prShow More⌵

Canonical SMILES:  N[C@@H](Cn1cc(Cl)c(=O)[nH]c1=O)C(=O)O

Standard InChI:  InChI=1S/C7H8ClN3O4/c8-3-1-11(2-4(9)6(13)14)7(15)10-5(3)12/h1,4H,2,9H2,(H,13,14)(H,10,12,15)/t4-/m0/s1

Standard InChI Key:  HEHLSRRDKJVHOM-BYPYZUCNSA-N

Alternative Forms

1. Parent:

   

   ALA121388

   3-(5-Chloro-2,4-Dioxo-3,4-Dihydropyrimidin-1(2h)-Yl)-L-Alanine

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: 233.61

Molecular Weight (Monoisotopic): 233.0203

AlogP: -1.40

#Rotatable Bonds: 3

Polar Surface Area: 118.18

Molecular Species: ZWITTERION

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.59

CX Basic pKa: 8.76

CX LogP: -3.34

CX LogD: -3.41

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.59

Np Likeness Score: -0.24

References

1. Jane DE, Hoo K, Kamboj R, Deverill M, Bleakman D, Mandelzys A..  (1997)  Synthesis of willardiine and 6-azawillardiine analogs: pharmacological characterization on cloned homomeric human AMPA and kainate receptor subtypes.,  40  (22): [PMID:9357531] [10.1021/jm9702387]

2. Butini S, Pickering DS, Morelli E, Coccone SS, Trotta F, De Angelis M, Guarino E, Fiorini I, Campiani G, Novellino E, Schousboe A, Christensen JK, Gemma S..  (2008)  1H-cyclopentapyrimidine-2,4(1H,3H)-dione-related ionotropic glutamate receptors ligands. structure-activity relationships and identification of potent and Selective iGluR5 modulators.,  51  (20): [PMID:18811139] [10.1021/jm800865a]

3. Bagal SK, Brown AD, Cox PJ, Omoto K, Owen RM, Pryde DC, Sidders B, Skerratt SE, Stevens EB, Storer RI, Swain NA..  (2013)  Ion channels as therapeutic targets: a drug discovery perspective.,  56  (3): [PMID:23121096] [10.1021/jm3011433]

Source

Source(1):

• Scientific Literature