N-((S)-6-amino-1-(((S)-5-guanidino-1-oxopentan-2-yl)amino)-1-oxohexan-2-yl)-1H-imidazole-2-carboxamide

ID: ALA5275144

Max Phase: Preclinical

Molecular Formula: C16H28N8O3

Molecular Weight: 380.45

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H](C=O)NC(=O)[C@H](CCCCN)NC(=O)c1ncc[nH]1

Standard InChI:  InChI=1S/C16H28N8O3/c17-6-2-1-5-12(24-15(27)13-20-8-9-21-13)14(26)23-11(10-25)4-3-7-22-16(18)19/h8-12H,1-7,17H2,(H,20,21)(H,23,26)(H,24,27)(H4,18,19,22)/t11-,12-/m0/s1

Standard InChI Key:  ABABZXRMQLDWSA-RYUDHWBXSA-N

Molfile:  

 
     RDKit          2D

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    2.4387   -3.7124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1532   -3.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8676   -3.7124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1532   -2.4749    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7242   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098    0.4124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2953   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2953   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4191    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4191    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2953    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2953    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098    2.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0098    3.7124    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1335   -0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8480    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5625   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6486   -0.8200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4552   -0.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8676   -0.2774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3157    0.3353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  2  3  1  0
  4  2  1  0
  5  4  1  0
  6  5  1  0
  7  6  1  0
  8  7  1  6
  8  9  1  0
  9 10  2  0
 11  8  1  0
 12 11  1  0
 12 13  2  0
 14 12  1  0
 14 15  1  1
 15 16  1  0
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 20 14  1  0
 21 20  1  0
 21 22  2  0
 23 21  1  0
 24 23  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5275144

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 380.45

Molecular Weight (Monoisotopic): 380.2284

AlogP: -1.42

#Rotatable Bonds: 13

Polar Surface Area: 191.87

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.62

CX Basic pKa: 12.02

CX LogP: -3.17

CX LogD: -7.27

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.09

Np Likeness Score: 0.43

References

1. Voss S, Nitsche C..  (2021)  Targeting the protease of West Nile virus.,  12  (8.0): [PMID:34458734] [10.1039/D1MD00080B]

Source

Source(1):

• Scientific Literature