4-bromo-N-((S)-1-cyclohexyl-2-((S)-1-((S)-1-fluoro-6-guanidino-2-oxohexan-3-ylamino)-3-hydroxy-1-oxopropan-2-ylamino)-2-oxoethyl)benzamide

ID: ALA4549870

PubChem CID: 126680468

Max Phase: Preclinical

Molecular Formula: C25H36BrFN6O5

Molecular Weight: 599.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)c1ccc(Br)cc1)C1CCCCC1)C(=O)CF

Standard InChI:  InChI=1S/C25H36BrFN6O5/c26-17-10-8-16(9-11-17)22(36)33-21(15-5-2-1-3-6-15)24(38)32-19(14-34)23(37)31-18(20(35)13-27)7-4-12-30-25(28)29/h8-11,15,18-19,21,34H,1-7,12-14H2,(H,31,37)(H,32,38)(H,33,36)(H4,28,29,30)/t18-,19-,21-/m0/s1

Standard InChI Key:  ZWILCGHRFKXGKJ-ZJOUEHCJSA-N

Molfile:  

 
     RDKit          2D

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   40.8117  -14.1355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   43.6222  -15.7922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.6146  -16.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9016  -17.0058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.5328  -12.9178    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2341  -13.3339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.9511  -12.1156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.6479  -13.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3589  -12.9422    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.3175  -17.0241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   36.5748  -13.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5651  -14.0880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.2672  -14.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2556  -15.3145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9565  -15.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.8757  -12.8556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8868  -12.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1848  -11.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4713  -12.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.1668  -13.2553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7679  -11.6046    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  3  7  1  0
  9 13  2  0
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  3  2  2  0
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  8  9  1  0
  8 10  1  6
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  5 16  1  0
  1 17  1  1
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  1 19  1  0
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 20 21  1  0
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 27 28  1  0
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 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 25 32  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4549870

   ---

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: 599.50

Molecular Weight (Monoisotopic): 598.1915

AlogP: 0.89

#Rotatable Bonds: 14

Polar Surface Area: 186.50

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.69

CX Basic pKa: 12.08

CX LogP: 0.52

CX LogD: -1.42

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.09

Np Likeness Score: 0.04

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