(S)-N-hydroxy-2-(5-pentyl-4-phenyl-1H-1,2,3-triazol-1-yl)-3-phenylpropanamide

ID: ALA4530273

PubChem CID: 155545802

Max Phase: Preclinical

Molecular Formula: C22H26N4O2

Molecular Weight: 378.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCc1c(-c2ccccc2)nnn1[C@@H](Cc1ccccc1)C(=O)NO

Standard InChI:  InChI=1S/C22H26N4O2/c1-2-3-6-15-19-21(18-13-9-5-10-14-18)23-25-26(19)20(22(27)24-28)16-17-11-7-4-8-12-17/h4-5,7-14,20,28H,2-3,6,15-16H2,1H3,(H,24,27)/t20-/m0/s1

Standard InChI Key:  RXCIXBPTCJWHNX-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

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   12.0242   -9.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3055   -9.4597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7074   -8.6066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4501   -9.8200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0441  -10.6731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3893  -11.1717    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6623  -11.9482    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4833  -11.9283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7194  -11.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4959  -10.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9777  -12.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1567   -9.4041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6026   -9.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8870   -9.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1846   -9.9154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2017  -10.7374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9271  -11.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6225  -10.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6582  -13.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1560  -13.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9717  -13.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2872  -13.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7874  -12.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1212  -11.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8958  -11.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5169  -11.6595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2915  -11.3871    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
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  7  8  2  0
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  6 10  1  0
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  3 14  1  0
 14 15  2  0
 15 16  1  0
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 19 14  1  0
 12 20  2  0
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 22 23  1  0
 23 24  2  0
 24 12  1  0
 11 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530273

   ---

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: 378.48

Molecular Weight (Monoisotopic): 378.2056

AlogP: 3.97

#Rotatable Bonds: 9

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: 0.26

CX LogP: 5.00

CX LogD: 4.98

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: -0.67

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