(S)-2-((S)-2-Acetylamino-3-carboxy-propionylamino)-succinic acid

ID: ALA17449

Chembl Id: CHEMBL17449

PubChem CID: 14728463

Max Phase: Preclinical

Molecular Formula: C10H14N2O8

Molecular Weight: 290.23

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H14N2O8/c1-4(13)11-5(2-7(14)15)9(18)12-6(10(19)20)3-8(16)17/h5-6H,2-3H2,1H3,(H,11,13)(H,12,18)(H,14,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1

Standard InChI Key:  NLUAJMSGVMFHDG-WDSKDSINSA-N

Alternative Forms

1. Parent:

   

   ALA17449

   2-(2-Acetylamino-3-carboxy-propionylamino)-succinic acid

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: 290.23

Molecular Weight (Monoisotopic): 290.0750

AlogP: -1.99

#Rotatable Bonds: 8

Polar Surface Area: 170.10

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.19

CX Basic pKa: ┄

CX LogP: -2.58

CX LogD: -11.35

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.34

Np Likeness Score: 0.33

References

1. Scozzafava A, Supuran CT..  (2002)  Carbonic anhydrase activators: human isozyme II is strongly activated by oligopeptides incorporating the carboxyterminal sequence of the bicarbonate anion exchanger AE1.,  12  (8): [PMID:11934582] [10.1016/s0960-894x(02)00121-x]

2. Subasinghe N, Schulte M, Chan MY, Roon RJ, Koerner JF, Johnson RL..  (1990)  Synthesis of acyclic and dehydroaspartic acid analogues of Ac-Asp-Glu-OH and their inhibition of rat brain N-acetylated alpha-linked acidic dipeptidase (NAALA dipeptidase).,  33  (10): [PMID:2213826] [10.1021/jm00172a009]

Source

Source(1):

• Scientific Literature