2-Amino-4-naphthalen-2-ylmethyl-pentanedioic acid

ID: ALA435982

Chembl Id: CHEMBL435982

PubChem CID: 9817372

Max Phase: Preclinical

Molecular Formula: C16H17NO4

Molecular Weight: 287.31

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  N[C@H](C[C@H](Cc1ccc2ccccc2c1)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C16H17NO4/c17-14(16(20)21)9-13(15(18)19)8-10-5-6-11-3-1-2-4-12(11)7-10/h1-7,13-14H,8-9,17H2,(H,18,19)(H,20,21)/t13-,14+/m0/s1

Standard InChI Key:  YDWIUFASTTZKNI-UONOGXRCSA-N

Alternative Forms

Associated Targets(non-human)

Streptococcus pneumoniae (31063 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Moraxella catarrhalis (3334 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
murI Glutamate racemase (7 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 287.31Molecular Weight (Monoisotopic): 287.1158AlogP: 1.89#Rotatable Bonds: 6
Polar Surface Area: 100.62Molecular Species: ZWITTERIONHBA: 3HBD: 3
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 4#RO5 Violations (Lipinski):
CX Acidic pKa: 2.19CX Basic pKa: 9.53CX LogP: -0.14CX LogD: -2.83
Aromatic Rings: 2Heavy Atoms: 21QED Weighted: 0.75Np Likeness Score: 0.43

References

1. de Dios A, Prieto L, Martín JA, Rubio A, Ezquerra J, Tebbe M, López de Uralde B, Martín J, Sánchez A, LeTourneau DL, McGee JE, Boylan C, Parr TR, Smith MC..  (2002)  4-Substituted D-glutamic acid analogues: the first potent inhibitors of glutamate racemase (MurI) enzyme with antibacterial activity.,  45  (20): [PMID:12238935] [10.1021/jm020901d]

Source