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

ID: ALA4559654

PubChem CID: 126679920

Max Phase: Preclinical

Molecular Formula: C24H41FN6O4

Molecular Weight: 496.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)C1CCCCC1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)CF

Standard InChI:  InChI=1S/C24H41FN6O4/c1-15(2)20(30-21(33)16-8-4-3-5-9-16)23(35)31-13-7-11-18(31)22(34)29-17(19(32)14-25)10-6-12-28-24(26)27/h15-18,20H,3-14H2,1-2H3,(H,29,34)(H,30,33)(H4,26,27,28)/t17-,18-,20-/m0/s1

Standard InChI Key:  MOFNDZGWLOBXEC-BJLQDIEVSA-N

Molfile:  

 
     RDKit          2D

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   37.5829  -10.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.2442   -9.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9982   -8.9852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   38.9380  -10.9947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   39.6590   -9.7769    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.3604  -10.1930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.4437  -13.8833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.5784  -11.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2839  -11.4652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1630  -11.0449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.4531  -11.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4486  -12.2668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8579  -12.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1469  -12.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5623  -12.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7476  -11.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7554  -10.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0508   -9.8073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3398  -10.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3379  -11.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0431  -11.4422    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
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  3  8  1  1
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 15 16  1  0
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 10 21  1  0
  2 22  1  0
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 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  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559654

   ---

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: 496.63

Molecular Weight (Monoisotopic): 496.3173

AlogP: 0.99

#Rotatable Bonds: 12

Polar Surface Area: 157.48

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.36

CX Basic pKa: 11.84

CX LogP: 0.58

CX LogD: -1.48

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.15

Np Likeness Score: -0.29

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