(S)-4-(3-{(S)-3-Carboxy-1-[1-(2-cyano-ethyl)-1H-tetrazol-5-yl]-propyl}-ureido)-4-[1-(2-cyano-ethyl)-1H-tetrazol-5-yl]-butyric acid

ID: ALA46445

Chembl Id: CHEMBL46445

PubChem CID: 11751841

Max Phase: Preclinical

Molecular Formula: C17H22N12O5

Molecular Weight: 474.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCCn1nnnc1[C@H](CCC(=O)O)NC(=O)N[C@@H](CCC(=O)O)c1nnnn1CCC#N

Standard InChI:  InChI=1S/C17H22N12O5/c18-7-1-9-28-15(22-24-26-28)11(3-5-13(30)31)20-17(34)21-12(4-6-14(32)33)16-23-25-27-29(16)10-2-8-19/h11-12H,1-6,9-10H2,(H,30,31)(H,32,33)(H2,20,21,34)/t11-,12-/m0/s1

Standard InChI Key:  LHCCWEVPOXXHNP-RYUDHWBXSA-N

Alternative Forms

1. Parent:

   

   ALA46445

   (S)-4-(3-{(S)-3-Carboxy-1-[1-(2-cyano-ethyl)-1H-tetrazol-5-yl]-propyl}-ureido)-4-[1-(2-cyano-ethyl)-1H-tetrazol-5-yl]-butyric 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: 474.44

Molecular Weight (Monoisotopic): 474.1836

AlogP: -0.70

#Rotatable Bonds: 14

Polar Surface Area: 250.51

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 17

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.02

CX Basic pKa: ┄

CX LogP: -2.59

CX LogD: -9.43

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -1.11

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