(S)-N-((S)-1-fluoro-6-guanidino-2-oxohexan-3-yl)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamide

ID: ALA4533042

PubChem CID: 126678608

Max Phase: Preclinical

Molecular Formula: C25H37FN6O5

Molecular Weight: 520.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(=N)N)C(=O)CF)C(C)C)cc1

Standard InChI:  InChI=1S/C25H37FN6O5/c1-15(2)21(31-22(34)16-8-10-17(37-3)11-9-16)24(36)32-13-5-7-19(32)23(35)30-18(20(33)14-26)6-4-12-29-25(27)28/h8-11,15,18-19,21H,4-7,12-14H2,1-3H3,(H,30,35)(H,31,34)(H4,27,28,29)/t18-,19-,21-/m0/s1

Standard InChI Key:  YHDDTEPUBZCGSW-ZJOUEHCJSA-N

Molfile:  

 
     RDKit          2D

 37 38  0  0  0  0  0  0  0  0999 V2000
    5.7038  -10.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4223   -9.6099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0836   -9.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8376   -8.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0214   -8.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7631   -9.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7774  -10.3673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7850   -9.5522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5878  -12.0240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5803  -12.8392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8673  -13.2376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4985   -9.1496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1998   -9.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9092   -9.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1922  -10.3808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8941  -10.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8865  -11.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9168   -8.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6136   -9.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3246   -9.1740    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.2832  -13.2559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4178  -10.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1233  -10.8379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0024  -10.4176    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2925  -10.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2880  -11.6394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6973  -11.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863  -12.0499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4017  -12.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870  -10.4098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948   -9.5924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902   -9.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1793   -9.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1774  -10.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8826  -10.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4733   -9.1732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4767   -8.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  8 12  1  0
 14 18  2  0
  3  8  1  1
  8  7  2  0
  9 10  1  0
 10 11  2  0
 12 13  1  0
 13 14  1  0
 13 15  1  6
 15 16  1  0
 16 17  1  0
 17  9  1  0
 14 19  1  0
 19 20  1  0
 10 21  1  0
  2 22  1  0
 22  1  1  0
 22 23  2  0
  1 24  1  0
 24 25  1  0
 25 26  2  0
  1 27  1  6
 27 28  1  0
 27 29  1  0
 25 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 33 36  1  0
 36 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533042

   ---

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: 520.61

Molecular Weight (Monoisotopic): 520.2809

AlogP: 0.73

#Rotatable Bonds: 13

Polar Surface Area: 166.71

Molecular Species: BASE

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.57

CX Basic pKa: 11.90

CX LogP: 0.19

CX LogD: -1.90

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.15

Np Likeness Score: -0.31

References

1. Hatcher JM, Du G, Fontán L, Us I, Qiao Q, Chennamadhavuni S, Shao J, Wu H, Melnick A, Gray NS, Scott DA..  (2019)  Peptide-based covalent inhibitors of MALT1 paracaspase.,  29  (11): [PMID:30954428] [10.1016/j.bmcl.2019.03.046]

Source

Source(1):

• Scientific Literature