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

ID: ALA4527787

PubChem CID: 126679424

Max Phase: Preclinical

Molecular Formula: C23H32BrFN6O5

Molecular Weight: 571.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)c1ccc(Br)cc1)C(=O)N1COC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)CF

Standard InChI:  InChI=1S/C23H32BrFN6O5/c1-13(2)19(30-20(33)14-5-7-15(24)8-6-14)22(35)31-12-36-11-17(31)21(34)29-16(18(32)10-25)4-3-9-28-23(26)27/h5-8,13,16-17,19H,3-4,9-12H2,1-2H3,(H,29,34)(H,30,33)(H4,26,27,28)/t16-,17-,19-/m0/s1

Standard InChI Key:  PGLZAAFBGUBOEE-LNLFQRSKSA-N

Molfile:  

 
     RDKit          2D

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   21.5160   -4.7832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.1480   -1.4632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.5558   -2.2898    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.5144   -6.3717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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 35 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527787

   ---

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: 571.45

Molecular Weight (Monoisotopic): 570.1602

AlogP: 0.68

#Rotatable Bonds: 12

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: 12.44

CX Basic pKa: 11.86

CX LogP: 0.60

CX LogD: -1.48

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.14

Np Likeness Score: -0.23

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