(2S,3R)-2-allyl-N4-((S)-3-(2,3-dihydro-1H-inden-5-yl)-1-(methylamino)-1-oxopropan-2-yl)-N1-hydroxy-3-isobutylsuccinamide

ID: ALA4791227

PubChem CID: 162673263

Max Phase: Preclinical

Molecular Formula: C24H35N3O4

Molecular Weight: 429.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC[C@H](C(=O)NO)[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccc2c(c1)CCC2)C(=O)NC

Standard InChI:  InChI=1S/C24H35N3O4/c1-5-7-19(23(29)27-31)20(12-15(2)3)22(28)26-21(24(30)25-4)14-16-10-11-17-8-6-9-18(17)13-16/h5,10-11,13,15,19-21,31H,1,6-9,12,14H2,2-4H3,(H,25,30)(H,26,28)(H,27,29)/t19-,20+,21-/m0/s1

Standard InChI Key:  MHQJDNZHPIZRRV-HBMCJLEFSA-N

Molfile:  

 
     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   10.3674   -9.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0822   -8.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6526   -8.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9378   -9.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2230   -8.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6526   -8.0121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3674  -10.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6526  -10.4883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6526  -11.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7970   -9.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0810   -8.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8026   -7.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5146   -8.0202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8083   -6.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7970  -10.0756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5118   -8.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2268   -9.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9416   -8.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6564   -9.2502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9416   -8.0121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3712   -8.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2275  -10.0748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9423  -10.4766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9488  -11.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3567  -10.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6425  -10.0592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3687  -11.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6648  -11.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8457  -12.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6615  -12.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9847  -11.8212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  2  0
  1  7  1  6
  7  8  1  0
  8  9  2  0
  2 10  1  0
  2 11  1  1
 11 12  1  0
 12 13  1  0
 12 14  1  0
 10 15  2  0
 10 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 17 22  1  6
 22 23  1  0
 23 24  2  0
 24 28  1  0
 27 25  1  0
 25 26  2  0
 26 23  1  0
 27 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791227

   ---

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: 429.56

Molecular Weight (Monoisotopic): 429.2628

AlogP: 2.31

#Rotatable Bonds: 11

Polar Surface Area: 107.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.86

CX Basic pKa: ┄

CX LogP: 3.18

CX LogD: 3.17

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.25

Np Likeness Score: 0.09

References

1. Kumari S,Carmona AV,Tiwari AK,Trippier PC.  (2020)  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.,  63  (21.0): [PMID:32686940] [10.1021/acs.jmedchem.0c00530]

Source

Source(1):

• Scientific Literature