(S)-3-amino-4-(5-(4-(((R)-1-phenylpropan-2-yl)oxy)phenyl)-2H-tetrazol-2-yl)butanoic acid

ID: ALA4870263

PubChem CID: 164621539

Max Phase: Preclinical

Molecular Formula: C20H23N5O3

Molecular Weight: 381.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@H](Cc1ccccc1)Oc1ccc(-c2nnn(C[C@@H](N)CC(=O)O)n2)cc1

Standard InChI:  InChI=1S/C20H23N5O3/c1-14(11-15-5-3-2-4-6-15)28-18-9-7-16(8-10-18)20-22-24-25(23-20)13-17(21)12-19(26)27/h2-10,14,17H,11-13,21H2,1H3,(H,26,27)/t14-,17+/m1/s1

Standard InChI Key:  KXEKRRRRNMXMJG-PBHICJAKSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   39.0587  -28.9318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0575  -29.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7656  -30.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4752  -29.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.4724  -28.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7638  -28.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.3495  -30.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.1763  -28.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9241  -28.8482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.4687  -28.2388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0574  -27.5326    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2587  -27.7056    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.2817  -28.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7595  -27.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5726  -27.7406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0504  -27.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8634  -27.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7152  -26.3324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.4243  -26.9130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6421  -29.7503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9341  -30.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2267  -29.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2321  -28.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5256  -28.5219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8165  -28.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8185  -29.7514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5257  -30.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6428  -28.9331    0.0000 C   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
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12  8  1  0
  5  8  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 14 19  1  1
  7 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 20 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4870263

   ---

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: 381.44

Molecular Weight (Monoisotopic): 381.1801

AlogP: 2.15

#Rotatable Bonds: 9

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: 3.33

CX Basic pKa: 9.94

CX LogP: 0.88

CX LogD: 0.88

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.58

Np Likeness Score: -0.94

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