(S)-2-{3-[(S)-1-Carboxy-3-(1H-tetrazol-5-yl)-propyl]-ureido}-pentanedioic acid

ID: ALA49669

Chembl Id: CHEMBL49669

PubChem CID: 11221621

Max Phase: Preclinical

Molecular Formula: C11H16N6O7

Molecular Weight: 344.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC[C@H](NC(=O)N[C@@H](CCc1nnn[nH]1)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C11H16N6O7/c18-8(19)4-2-6(10(22)23)13-11(24)12-5(9(20)21)1-3-7-14-16-17-15-7/h5-6H,1-4H2,(H,18,19)(H,20,21)(H,22,23)(H2,12,13,24)(H,14,15,16,17)/t5-,6-/m0/s1

Standard InChI Key:  BBUGOGURGZAOON-WDSKDSINSA-N

Alternative Forms

1. Parent:

   

   ALA49669

   (S)-2-{3-[(S)-1-Carboxy-3-(1H-tetrazol-5-yl)-propyl]-ureido}-pentanedioic 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: 344.28

Molecular Weight (Monoisotopic): 344.1080

AlogP: -1.80

#Rotatable Bonds: 10

Polar Surface Area: 207.49

Molecular Species: ACID

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.81

CX Basic pKa: ┄

CX LogP: -1.95

CX LogD: -13.56

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.28

Np Likeness Score: -0.69

References

1. Kozikowski AP, Zhang J, Nan F, Petukhov PA, Grajkowska E, Wroblewski JT, Yamamoto T, Bzdega T, Wroblewska B, Neale JH..  (2004)  Synthesis of urea-based inhibitors as active site probes of glutamate carboxypeptidase II: efficacy as analgesic agents.,  47  (7): [PMID:15027864] [10.1021/jm0306226]

Source

Source(1):

• Scientific Literature