(R)-N-hydroxy-3-phenyl-2-(4-phenyl-5-(phenylethynyl)-1H-1,2,3-triazol-1-yl)propanamide

ID: ALA4556802

PubChem CID: 155557270

Max Phase: Preclinical

Molecular Formula: C25H20N4O2

Molecular Weight: 408.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@@H](Cc1ccccc1)n1nnc(-c2ccccc2)c1C#Cc1ccccc1

Standard InChI:  InChI=1S/C25H20N4O2/c30-25(27-31)23(18-20-12-6-2-7-13-20)29-22(17-16-19-10-4-1-5-11-19)24(26-28-29)21-14-8-3-9-15-21/h1-15,23,31H,18H2,(H,27,30)/t23-/m1/s1

Standard InChI Key:  JMEPDOCHFSIAAG-HSZRJFAPSA-N

Molfile:  

 
     RDKit          2D

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    1.9497  -11.6681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2351  -11.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6287  -10.4267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3673  -11.6359    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9695  -12.4850    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3189  -12.9794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5878  -13.7518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4046  -13.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6407  -12.9504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.3470  -12.4016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4985  -11.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.5863  -15.1368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8920  -15.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2089  -14.9295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103  -14.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2152  -10.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4965  -10.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4808   -9.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1797   -8.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8943   -9.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9141  -10.0343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0697  -11.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  6
  1  4  2  0
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 11 12  3  0
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  9 19  1  0
  2  6  1  0
 25 26  1  0
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 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
  3 25  1  0
  5 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4556802

   ---

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: 408.46

Molecular Weight (Monoisotopic): 408.1586

AlogP: 3.63

#Rotatable Bonds: 5

Polar Surface Area: 80.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.67

CX Basic pKa: ┄

CX LogP: 4.99

CX LogD: 4.96

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.30

Np Likeness Score: -0.85

References

1. Ingham OJ, Paranal RM, Smith WB, Escobar RA, Yueh H, Snyder T, Porco JA, Bradner JE, Beeler AB..  (2016)  Development of a Potent and Selective HDAC8 Inhibitor.,  7  (10): [PMID:27774131] [10.1021/acsmedchemlett.6b00239]

Source

Source(1):

• Scientific Literature