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

ID: ALA4457231

PubChem CID: 155526254

Max Phase: Preclinical

Molecular Formula: C16H28N8O3

Molecular Weight: 380.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCCC(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-KIYNQFGBSA-N

Molfile:  

 
     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
   16.4822   -9.7236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1913   -9.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9045  -10.5449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9045   -9.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1913   -8.4937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9045   -8.0809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9045   -7.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6177   -6.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6177   -6.0297    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7491  -12.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7491  -13.0089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0400  -13.4216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4582  -13.4216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.6177   -9.3150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3309   -9.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0400   -8.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0400   -9.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3309  -10.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0400  -10.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0400  -11.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7748   -9.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7755   -8.4972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0668   -9.7224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3217   -9.3932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7744  -10.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1824  -10.7082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9818  -10.5388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4 14  1  0
  1  2  1  0
  2  4  1  0
  4  3  2  0
  2  5  1  1
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 14 15  1  0
 15 17  1  0
 17 16  2  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 10  1  0
  1 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4457231

   ---

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: 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. da Silva-Júnior EF, de Araújo-Júnior JX..  (2019)  Peptide derivatives as inhibitors of NS2B-NS3 protease from Dengue, West Nile, and Zika flaviviruses.,  27  (18): [PMID:31351847] [10.1016/j.bmc.2019.07.038]

Source

Source(1):

• Scientific Literature