(2R,4S)-4-(4-((E)-3-(2-aminophenylamino)-3-oxoprop-1-enyl)-1H-1,2,3-triazol-1-yl)-1-benzylpyrrolidine-2-carboxylic acid

ID: ALA4087586

PubChem CID: 137643409

Max Phase: Preclinical

Molecular Formula: C23H24N6O3

Molecular Weight: 432.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccccc1NC(=O)/C=C/c1cn([C@H]2C[C@H](C(=O)O)N(Cc3ccccc3)C2)nn1

Standard InChI:  InChI=1S/C23H24N6O3/c24-19-8-4-5-9-20(19)25-22(30)11-10-17-14-29(27-26-17)18-12-21(23(31)32)28(15-18)13-16-6-2-1-3-7-16/h1-11,14,18,21H,12-13,15,24H2,(H,25,30)(H,31,32)/b11-10+/t18-,21+/m0/s1

Standard InChI Key:  NDBHJVWINJBXCC-VVZXQVGQSA-N

Molfile:  

     RDKit          2D

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   31.0684   -5.0032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7765   -4.5930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.2023   -5.2715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   36.4234   -4.4725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8355   -4.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0266   -5.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0245   -6.6877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.7347   -5.4560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.6626   -3.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2745   -2.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1024   -1.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.7122   -2.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8849   -3.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 20 21  1  0
 21 22  1  0
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 18 16  1  6
 21 23  1  0
 20 24  1  1
 24 25  1  0
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 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4087586

   ---

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: 432.48

Molecular Weight (Monoisotopic): 432.1910

AlogP: 2.41

#Rotatable Bonds: 7

Polar Surface Area: 126.37

Molecular Species: ZWITTERION

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.30

CX Basic pKa: 9.09

CX LogP: -0.33

CX LogD: -0.33

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: -1.10

References

1. Tian Y, Lv W, Li X, Wang C, Wang D, Wang PG, Jin J, Shen J..  (2017)  Stabilizing HDAC11 with SAHA to assay slow-binding benzamide inhibitors.,  27  (13): [PMID:28501514] [10.1016/j.bmcl.2017.05.004]

Source

Source(1):

• Scientific Literature