((S)-1-(((S)-1-(((S)-1-((3-acetylphenyl)amino)-5-methyl-1,2-dioxohexan-3-yl)amino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamic acid benzyl ester

ID: ALA4743601

PubChem CID: 162645405

Max Phase: Preclinical

Molecular Formula: C40H47N5O7

Molecular Weight: 709.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)c1cccc(NC(=O)C(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CC(C)C)NC(=O)OCc2ccccc2)c1

Standard InChI:  InChI=1S/C40H47N5O7/c1-24(2)18-33(36(47)39(50)42-30-15-11-14-28(20-30)26(5)46)43-38(49)35(21-29-22-41-32-17-10-9-16-31(29)32)44-37(48)34(19-25(3)4)45-40(51)52-23-27-12-7-6-8-13-27/h6-17,20,22,24-25,33-35,41H,18-19,21,23H2,1-5H3,(H,42,50)(H,43,49)(H,44,48)(H,45,51)/t33-,34-,35-/m0/s1

Standard InChI Key:  NZVFNFWVRSOYCM-IMKBVMFZSA-N

Molfile:  

 
     RDKit          2D

 52 55  0  0  0  0  0  0  0  0999 V2000
   27.7835  -23.8423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4991  -23.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2146  -23.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4991  -22.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2146  -24.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9302  -23.4316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.6415  -23.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3570  -23.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0725  -23.8423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3570  -22.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7881  -23.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5036  -23.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2191  -23.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5036  -24.6679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.9347  -23.8423    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.2191  -22.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6502  -23.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3608  -23.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0758  -23.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0762  -22.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3557  -22.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6477  -22.6113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0680  -23.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7881  -22.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0725  -22.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0725  -21.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2436  -22.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6415  -24.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0680  -22.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3525  -23.8423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6369  -23.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9214  -23.8423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2107  -23.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4956  -23.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4952  -24.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2158  -25.0795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9237  -24.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3570  -25.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6654  -25.3617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1130  -24.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2506  -26.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4436  -25.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8906  -26.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1434  -27.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9544  -27.4705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5038  -26.8584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2105  -22.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2105  -21.3739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9218  -22.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3517  -21.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0612  -20.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6384  -20.9661    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
 13 15  1  0
 13 16  2  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  1 23  1  0
 11 24  1  1
 24 25  1  0
 25 26  1  0
 25 27  1  0
  7 28  1  6
 23 29  2  0
 23 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 28 38  1  0
 38 42  1  0
 41 39  1  0
 39 40  1  0
 40 38  2  0
 41 42  2  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 46 41  1  0
  4 47  1  0
 47 48  1  0
 47 49  1  0
 21 50  1  0
 50 51  1  0
 50 52  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4743601

   ---

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: 709.84

Molecular Weight (Monoisotopic): 709.3475

AlogP: 5.48

#Rotatable Bonds: 17

Polar Surface Area: 175.56

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.35

CX Basic pKa: ┄

CX LogP: 6.06

CX LogD: 6.06

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.07

Np Likeness Score: -0.41

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