N-benzyl-N-(2-((cyanomethyl)amino)-2-oxoethyl)-3-iodobenzamide

ID: ALA4874830

PubChem CID: 164627629

Max Phase: Preclinical

Molecular Formula: C18H16IN3O2

Molecular Weight: 433.25

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#CCNC(=O)CN(Cc1ccccc1)C(=O)c1cccc(I)c1

Standard InChI:  InChI=1S/C18H16IN3O2/c19-16-8-4-7-15(11-16)18(24)22(13-17(23)21-10-9-20)12-14-5-2-1-3-6-14/h1-8,11H,10,12-13H2,(H,21,23)

Standard InChI Key:  FYMOCLGENPGQER-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   32.5624  -19.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5613  -20.2133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2693  -20.6223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9790  -20.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9761  -19.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2675  -18.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2691  -21.4395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9767  -21.8483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.9765  -22.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6841  -23.0742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6845  -21.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3921  -21.8486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3919  -22.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0999  -21.4402    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.8076  -21.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5154  -21.4405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2183  -21.0302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2713  -23.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5634  -22.6643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8561  -23.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8555  -23.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5681  -24.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2725  -23.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1487  -22.6629    0.0000 I   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
  3  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  3  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  9 18  1  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874830

   ---

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: 433.25

Molecular Weight (Monoisotopic): 433.0287

AlogP: 2.57

#Rotatable Bonds: 6

Polar Surface Area: 73.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.53

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: 2.36

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.56

Np Likeness Score: -2.23

References

1. Alves L, Santos DA, Cendron R, Rocho FR, Matos TKB, Leitão A, Montanari CA..  (2021)  Nitrile-based peptoids as cysteine protease inhibitors.,  41  [PMID:33991733] [10.1016/j.bmc.2021.116211]

Source

Source(1):

• Scientific Literature