(S)-methyl 3-phenyl-2-(4-phenyl-5-(phenylethynyl)-1H-1,2,3-triazol-1-yl)propanoate

ID: ALA4518367

PubChem CID: 6917365

Max Phase: Preclinical

Molecular Formula: C26H21N3O2

Molecular Weight: 407.47

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H21N3O2/c1-31-26(30)24(19-21-13-7-3-8-14-21)29-23(18-17-20-11-5-2-6-12-20)25(27-28-29)22-15-9-4-10-16-22/h2-16,24H,19H2,1H3/t24-/m0/s1

Standard InChI Key:  RHWULTNESVSLBT-DEOSSOPVSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   15.4553   -3.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7564   -3.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0418   -3.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4355   -2.4075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1741   -3.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7763   -4.4658    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.1256   -4.9602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3946   -5.7325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2114   -5.7127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4475   -4.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2199   -4.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9882   -4.3893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7605   -4.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3814   -4.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1538   -4.3824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3053   -3.5785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6844   -3.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9120   -3.3165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7058   -6.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931   -7.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8875   -7.7641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6988   -7.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0157   -6.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5171   -6.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0220   -2.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3033   -2.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2876   -1.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9865   -0.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7011   -1.1983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7209   -2.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7483   -3.0335    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
  5 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4518367

   methyl (2S)-3-phenyl-2-[4-phenyl-5-(2-phenylethynyl)triazol-1-yl]propanoate

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: 407.47

Molecular Weight (Monoisotopic): 407.1634

AlogP: 4.30

#Rotatable Bonds: 5

Polar Surface Area: 57.01

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -0.82

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