ID: ALA435982

Max Phase: Preclinical

Molecular Formula: C16H17NO4

Molecular Weight: 287.31

Molecule Type: Small molecule

Representations

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

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

Properties

Molecular Weight: 287.31

Molecular Weight (Monoisotopic): 287.1158

AlogP: 1.89

#Rotatable Bonds: 6

Polar Surface Area: 100.62

Molecular Species: ZWITTERION

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.19

CX Basic pKa: 9.53

CX LogP: -0.14

CX LogD: -2.83

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.75

Np 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

Source(1):

• Scientific Literature