5-(4-acetylphenyl)-N-((S)-1-(((S)-1-(((S)-1-((3-acetylphenyl)amino)-5-methyl-1,2-dioxohexan-3-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)furan-2-carboxamide

ID: ALA4744255

PubChem CID: 162645577

Max Phase: Preclinical

Molecular Formula: C41H44N4O9

Molecular Weight: 736.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C[C@H](NC(=O)[C@H](C)NC(=O)c2ccc(-c3ccc(C(C)=O)cc3)o2)C(=O)N[C@@H](CC(C)C)C(=O)C(=O)Nc2cccc(C(C)=O)c2)cc1

Standard InChI:  InChI=1S/C41H44N4O9/c1-23(2)20-33(37(48)41(52)43-31-9-7-8-30(22-31)26(5)47)44-39(50)34(21-27-10-16-32(53-6)17-11-27)45-38(49)24(3)42-40(51)36-19-18-35(54-36)29-14-12-28(13-15-29)25(4)46/h7-19,22-24,33-34H,20-21H2,1-6H3,(H,42,51)(H,43,52)(H,44,50)(H,45,49)/t24-,33-,34-/m0/s1

Standard InChI Key:  SUQBHZSJXAKKQX-MSQADJIASA-N

Molfile:  

 
     RDKit          2D

 54 57  0  0  0  0  0  0  0  0999 V2000
    7.5750  -10.9916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2894  -10.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0039  -10.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2894   -9.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0039  -11.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7184  -10.5791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4328  -10.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1473  -10.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8619  -10.9916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1473   -9.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5763  -10.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2908  -10.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0052  -10.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2908  -11.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8605  -10.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5763   -9.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4328  -11.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1473  -12.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1431  -13.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8567  -13.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5721  -13.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5695  -12.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8553  -11.8171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2871  -13.4666    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8605   -9.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1444  -10.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3908  -10.6604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388  -11.2735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2513  -11.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0582  -11.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0227  -11.1897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879  -10.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8682  -10.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3823  -11.0158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7221  -11.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5408  -11.8552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5618  -10.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2252  -10.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0778  -11.5988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1583   -9.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9569   -9.3695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9382   -8.3674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7197  -10.9916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0052   -9.7541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4342  -10.5791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1477  -10.9954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8618  -10.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8622   -9.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1427   -9.3453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4316   -9.7595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0011  -13.0532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1397   -8.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8528   -8.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4239   -8.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  1
  3  5  2  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
  1 15  1  0
 11 16  1  1
  7 17  1  6
 17 18  1  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
 21 24  1  0
 15 25  2  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 26  2  0
 15 26  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 28 31  1  0
 34 37  1  0
 37 38  2  0
 37 39  1  0
 16 40  1  0
 40 41  1  0
 40 42  1  0
 13 43  1  0
 13 44  2  0
 43 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 50 45  1  0
 24 51  1  0
 49 52  1  0
 52 53  1  0
 52 54  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4744255

   ---

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: 736.82

Molecular Weight (Monoisotopic): 736.3108

AlogP: 4.94

#Rotatable Bonds: 17

Polar Surface Area: 189.98

Molecular Species: NEUTRAL

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.25

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 4

Heavy Atoms: 54

QED Weighted: 0.09

Np Likeness Score: -0.66

References

1. Wang J,Liang B,Chen Y,Fuk-Woo Chan J,Yuan S,Ye H,Nie L,Zhou J,Wu Y,Wu M,Huang LS,An J,Warshel A,Yuen KY,Ciechanover A,Huang Z,Xu Y.  (2021)  A new class of α-ketoamide derivatives with potent anticancer and anti-SARS-CoV-2 activities.,  215  [PMID:33639344] [10.1016/j.ejmech.2021.113267]

Source

Source(1):

• Scientific Literature