(R)-N-((S)-3,3-dimethyl-1-(methylamino)-1-oxobutan-2-yl)-2-((S)-1-(N-hydroxyformamido)ethyl)-5-phenylpentanamide

ID: ALA1229516

Cas Number: 260264-93-5

PubChem CID: 9952396

Product Number: G169107, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H33N3O4

Molecular Weight: 391.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)[C@@H](NC(=O)[C@H](CCCc1ccccc1)[C@H](C)N(O)C=O)C(C)(C)C

Standard InChI:  InChI=1S/C21H33N3O4/c1-15(24(28)14-25)17(13-9-12-16-10-7-6-8-11-16)19(26)23-18(20(27)22-5)21(2,3)4/h6-8,10-11,14-15,17-18,28H,9,12-13H2,1-5H3,(H,22,27)(H,23,26)/t15-,17+,18+/m0/s1

Standard InChI Key:  GHVMTHKJUAOZJP-CGTJXYLNSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   -2.9722    2.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1621    2.6308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8920    1.8513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321    1.2276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819    1.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5418    2.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0819    1.7789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1654    2.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017    2.9427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8118    0.9158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017    0.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384    1.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2683   -0.0196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2717   -0.6433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0017   -1.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -0.4874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3519    0.2922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220   -1.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4321   -0.9551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0785   -0.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3485   -0.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -1.1110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4287   -1.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388   -2.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5089   -2.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9688   -3.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1587   -3.2938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8886   -2.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  3  4  2  0
  5  3  1  0
  5  6  1  0
  5 10  1  6
  6  7  1  0
  6  8  1  0
  6  9  1  0
 11 10  1  0
 11 12  2  0
 13 11  1  0
 13 14  1  0
 13 20  1  6
 14 15  1  6
 14 16  1  0
 16 17  1  0
 18 16  1  0
 18 19  2  0
 20 21  1  0
 22 21  1  0
 22 23  1  0
 23 24  1  0
 23 28  2  0
 24 25  2  0
 25 26  1  0
 27 26  2  0
 28 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1229516

   GI254023X

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 391.51

Molecular Weight (Monoisotopic): 391.2471

AlogP: 2.14

#Rotatable Bonds: 10

Polar Surface Area: 98.74

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.30

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.38

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.32

Np Likeness Score: 0.45

References

1. Camodeca C, Nuti E, Tepshi L, Boero S, Tuccinardi T, Stura EA, Poggi A, Zocchi MR, Rossello A..  (2016)  Discovery of a new selective inhibitor of A Disintegrin And Metalloprotease 10 (ADAM-10) able to reduce the shedding of NKG2D ligands in Hodgkin's lymphoma cell models.,  111  [PMID:26871660] [10.1016/j.ejmech.2016.01.053]

Source

Source(1):

• Scientific Literature