(2R)-2-(5-(((1H-imidazol-4-yl)methylamino)methyl)-2'-methylbiphenyl-2-ylcarboxamido)-4-(methylthio)butanoic acid

ID: ALA4218727

PubChem CID: 9933592

Max Phase: Preclinical

Molecular Formula: C24H28N4O3S

Molecular Weight: 452.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@@H](NC(=O)c1ccc(CNCc2c[nH]cn2)cc1-c1ccccc1C)C(=O)O

Standard InChI:  InChI=1S/C24H28N4O3S/c1-16-5-3-4-6-19(16)21-11-17(12-25-13-18-14-26-15-27-18)7-8-20(21)23(29)28-22(24(30)31)9-10-32-2/h3-8,11,14-15,22,25H,9-10,12-13H2,1-2H3,(H,26,27)(H,28,29)(H,30,31)/t22-/m1/s1

Standard InChI Key:  KULAYTGUTXCHSV-JOCHJYFZSA-N

Molfile:  

     RDKit          2D

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   21.5333  -18.9178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.0685  -19.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7782  -18.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.3186  -20.1413    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   28.6077  -18.0994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3174  -19.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4785  -17.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1880  -18.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8937  -17.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8911  -16.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1768  -16.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4741  -16.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7637  -16.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6538  -17.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9462  -18.1023    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2384  -17.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  9 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  1
 17 18  1  0
 18 19  1  0
 19 20  1  0
 16 21  2  0
 16 22  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 10 23  1  0
 28 29  1  0
  6 30  1  0
 30 31  1  0
 31 32  1  0
 32  3  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218727

   (2R)-2-[[4-[(1H-imidazol-5-ylmethylamino)methyl]-2-(2-methylphenyl)benzoyl]amino]-4-methylsulfanylbutanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 452.58

Molecular Weight (Monoisotopic): 452.1882

AlogP: 3.61

#Rotatable Bonds: 11

Polar Surface Area: 107.11

Molecular Species: ACID

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: 7.30

CX LogP: 1.03

CX LogD: 0.73

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.35

Np Likeness Score: -0.80

References

1. Buuh ZY, Lyu Z, Wang RE..  (2018)  Interrogating the Roles of Post-Translational Modifications of Non-Histone Proteins.,  61  (8): [PMID:28505447] [10.1021/acs.jmedchem.6b01817]

Source

Source(1):

• Scientific Literature