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

ID: ALA47058

Chembl Id: CHEMBL47058

PubChem CID: 11429402

Max Phase: Preclinical

Molecular Formula: C14H19N7O7

Molecular Weight: 397.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#CCCn1nnnc1CC[C@H](NC(=O)N[C@@H](CCC(=O)O)C(=O)O)C(=O)O

Standard InChI:  InChI=1S/C14H19N7O7/c15-6-1-7-21-10(18-19-20-21)4-2-8(12(24)25)16-14(28)17-9(13(26)27)3-5-11(22)23/h8-9H,1-5,7H2,(H,22,23)(H,24,25)(H,26,27)(H2,16,17,28)/t8-,9-/m0/s1

Standard InChI Key:  QHBSOTRRIAYMOD-IUCAKERBSA-N

Alternative Forms

1. Parent:

   

   ALA47058

   (S)-2-(3-{(S)-1-Carboxy-3-[1-(2-cyano-ethyl)-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: 397.35

Molecular Weight (Monoisotopic): 397.1346

AlogP: -1.41

#Rotatable Bonds: 12

Polar Surface Area: 220.42

Molecular Species: ACID

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.73

CX Basic pKa: ┄

CX LogP: -2.06

CX LogD: -12.10

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.28

Np Likeness Score: -1.24

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