(S)-3-phenyl-2-(4-phenyl-5-(phenylethynyl)-1H-1,2,3-triazol-1-yl)propanoic acid

ID: ALA4553371

PubChem CID: 155555613

Max Phase: Preclinical

Molecular Formula: C25H19N3O2

Molecular Weight: 393.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)[C@H](Cc1ccccc1)n1nnc(-c2ccccc2)c1C#Cc1ccccc1

Standard InChI:  InChI=1S/C25H19N3O2/c29-25(30)23(18-20-12-6-2-7-13-20)28-22(17-16-19-10-4-1-5-11-19)24(26-27-28)21-14-8-3-9-15-21/h1-15,23H,18H2,(H,29,30)/t23-/m0/s1

Standard InChI Key:  YFTJHUKPCYPCCQ-QHCPKHFHSA-N

Molfile:  

 
     RDKit          2D

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    9.0581   -3.5628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3592   -3.9873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6446   -3.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0383   -2.7459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7769   -3.9552    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3791   -4.8042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7284   -5.2986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9973   -6.0710    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8142   -6.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0503   -5.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8227   -4.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5910   -4.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3633   -4.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9842   -4.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7566   -4.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9081   -3.9169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2872   -3.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5148   -3.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3086   -6.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9959   -7.4561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4903   -8.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3016   -7.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6185   -7.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1199   -6.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6248   -2.7781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9061   -2.3816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8904   -1.5647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5893   -1.1443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3039   -1.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3237   -2.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  1  4  2  0
  1  5  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  6 10  1  0
 11 12  3  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 12 13  1  0
 10 11  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
  9 19  1  0
  2  6  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 25 30  2  0
  3 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553371

   ---

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: 393.45

Molecular Weight (Monoisotopic): 393.1477

AlogP: 4.21

#Rotatable Bonds: 5

Polar Surface Area: 68.01

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.80

CX Basic pKa: ┄

CX LogP: 5.80

CX LogD: 2.53

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -0.80

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