(2S,4R)-2-Amino-4-((E)-3-naphthalen-2-yl-allyl)-pentanedioic acid

ID: ALA301536

Chembl Id: CHEMBL301536

Cas Number: 219566-62-8

PubChem CID: 6324635

Max Phase: Preclinical

Molecular Formula: C18H19NO4

Molecular Weight: 313.35

Molecule Type: Small molecule

Names and Identifiers

Synonyms: LY-339434 | LY339434|LY-339434|2L779V9YMY|219566-62-8|UNII-2L779V9YMY|CHEMBL301536|(4R)-4-((2E)-3-(2-Naphthalenyl)-2-propen-1-yl)-L-glutamic acid|L-Glutamic acid, 4-((2E)-3-(2-naphthalenyl)-2-propenyl)-, (4R)-|L-Glutamic acid, 4-((2E)-3-(2-naphthalenyl)-2-propen-1-yl)-, (4R)-|(2S,4R)-2-Amino-4-((2E)-3-(naphthalen-2-yl)prop-2-en-1-yl)pentanedioic acid|SCHEMBL5958122|BDBM50088222|AKOS040748847|(2S,4R,6E)-2-amino-4-carboxy-7-(2-naphthyl)hept-6-enoic acid|(2S,4R)-2-Amino-4-((E)-3-naphthalen-2-yl-allShow More⌵

Canonical SMILES:  N[C@@H](C[C@@H](C/C=C/c1ccc2ccccc2c1)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C18H19NO4/c19-16(18(22)23)11-15(17(20)21)7-3-4-12-8-9-13-5-1-2-6-14(13)10-12/h1-6,8-10,15-16H,7,11,19H2,(H,20,21)(H,22,23)/b4-3+/t15-,16+/m1/s1

Standard InChI Key:  KNAYYBRIBNEIAL-WNEUIUNWSA-N

Alternative Forms

1. Parent:

   

   ALA301536

   2L779V9Ymy

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: 313.35

Molecular Weight (Monoisotopic): 313.1314

AlogP: 2.75

#Rotatable Bonds: 7

Polar Surface Area: 100.62

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.13

CX Basic pKa: 9.53

CX LogP: 0.47

CX LogD: -2.30

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: 0.80

References

1. Baker SR, Bleakman D, Ezquerra J, Ballyk BA, Deverill M, Ho K, Kamboj RK, Collado I, Domínguez C, Escribano A, Mateo AI, Pedregal C, Rubio A..  (2000)  4-Alkylidenyl glutamic acids, potent and selective GluR5 agonists.,  10  (16): [PMID:10969973] [10.1016/s0960-894x(00)00346-2]

2. Pedregal C, Collado I, Escribano A, Ezquerra J, Domínguez C, Mateo AI, Rubio A, Baker SR, Goldsworthy J, Kamboj RK, Ballyk BA, Hoo K, Bleakman D..  (2000)  4-Alkyl- and 4-cinnamylglutamic acid analogues are potent GluR5 kainate receptor agonists.,  43  (10): [PMID:10821708] [10.1021/jm9911682]

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