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

ID: ALA4586273

PubChem CID: 126679640

Max Phase: Preclinical

Molecular Formula: C24H34BrFN6O5

Molecular Weight: 585.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)c1ccc(Br)cc1)C(=O)N1CCOC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)CF

Standard InChI:  InChI=1S/C24H34BrFN6O5/c1-14(2)20(31-21(34)15-5-7-16(25)8-6-15)23(36)32-10-11-37-13-18(32)22(35)30-17(19(33)12-26)4-3-9-29-24(27)28/h5-8,14,17-18,20H,3-4,9-13H2,1-2H3,(H,30,35)(H,31,34)(H4,27,28,29)/t17-,18-,20-/m0/s1

Standard InChI Key:  VPYYOKXRDQXRPD-BJLQDIEVSA-N

Molfile:  

 
     RDKit          2D

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   36.4713   -4.0483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4668   -4.8655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7659   -3.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7736   -2.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0690   -2.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3581   -2.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.0614   -4.0409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6521   -2.3993    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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   39.3155   -1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6133   -1.1690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.9031   -1.5716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.8132   -5.2843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   40.7239   -2.4098    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4252   -2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1346   -2.4228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4176   -3.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1195   -4.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1119   -4.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1422   -1.6077    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   43.5500   -2.4342    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   43.5086   -6.5162    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.5964   -3.6149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3219   -3.9909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.8972   -4.0378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.2145   -5.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 12 18  1  1
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 20 21  2  0
 22 23  1  0
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 23 25  1  6
 25 26  1  0
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 27 19  1  0
 24 29  1  0
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 20 31  1  0
 11 32  1  0
 32 33  2  0
 32 34  1  0
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 34 35  1  6
 35 36  1  0
 35 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4586273

   ---

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: 585.48

Molecular Weight (Monoisotopic): 584.1758

AlogP: 0.72

#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: 12.48

CX Basic pKa: 11.86

CX LogP: 0.49

CX LogD: -1.59

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.14

Np Likeness Score: -0.36

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