(S)-3-Amino-4-(5-(4-(4-chlorophenoxy)phenyl)-2H-tetrazol-2-yl)butanoic acid

ID: ALA4859847

PubChem CID: 91810405

Max Phase: Preclinical

Molecular Formula: C17H16ClN5O3

Molecular Weight: 373.80

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N[C@@H](CC(=O)O)Cn1nnc(-c2ccc(Oc3ccc(Cl)cc3)cc2)n1

Standard InChI:  InChI=1S/C17H16ClN5O3/c18-12-3-7-15(8-4-12)26-14-5-1-11(2-6-14)17-20-22-23(21-17)10-13(19)9-16(24)25/h1-8,13H,9-10,19H2,(H,24,25)/t13-/m0/s1

Standard InChI Key:  VSQILWJHLPJYGP-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    5.8510  -22.2457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8498  -23.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5579  -23.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2676  -23.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2647  -22.2421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5561  -21.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1418  -23.4733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4344  -23.0641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9687  -21.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164  -22.1621    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2610  -21.5527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8497  -20.8465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0510  -21.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0740  -21.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5518  -20.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4396  -22.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7331  -21.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241  -22.2461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0260  -23.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7332  -23.4729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3161  -21.8379    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.3649  -21.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8427  -20.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6557  -20.4739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5075  -19.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2166  -20.2269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  5  9  1  0
 11 14  1  0
 14 15  1  0
  8 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20  8  1  0
 18 21  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 15 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4859847

   (3S)-3-amino-4-[5-[4-(4-chlorophenoxy)phenyl]tetrazol-2-yl]butanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 373.80

Molecular Weight (Monoisotopic): 373.0942

AlogP: 2.59

#Rotatable Bonds: 7

Polar Surface Area: 116.15

Molecular Species: ZWITTERION

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.31

CX Basic pKa: 9.94

CX LogP: 0.68

CX LogD: 0.68

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.29

References

1. Markert C, Thoma G, Srinivas H, Bollbuck B, Lüönd RM, Miltz W, Wälchli R, Wolf R, Hinrichs J, Bergsdorf C, Azzaoui K, Penno CA, Klein K, Wack N, Jäger P, Hasler F, Beerli C, Loetscher P, Dawson J, Wieczorek G, Numao S, Littlewood-Evans A, Röhn TA..  (2021)  Discovery of LYS006, a Potent and Highly Selective Inhibitor of Leukotriene A₄ Hydrolase.,  64  (4.0): [PMID:33592148] [10.1021/acs.jmedchem.0c01955]

Source

Source(1):

• Scientific Literature