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

ID: ALA4476253

PubChem CID: 155538128

Max Phase: Preclinical

Molecular Formula: C20H18N4O2S

Molecular Weight: 378.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NO)[C@H](Cc1ccccc1)n1nnc(-c2ccsc2)c1C#CC1CC1

Standard InChI:  InChI=1S/C20H18N4O2S/c25-20(22-26)18(12-15-4-2-1-3-5-15)24-17(9-8-14-6-7-14)19(21-23-24)16-10-11-27-13-16/h1-5,10-11,13-14,18,26H,6-7,12H2,(H,22,25)/t18-/m0/s1

Standard InChI Key:  CNKJKADUPIACDY-SFHVURJKSA-N

Molfile:  

 
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   18.5659  -25.2590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8513  -24.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2449  -24.0177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9835  -25.2269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5857  -26.0759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9351  -26.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2040  -27.3427    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0209  -27.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.5153  -27.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6859  -24.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1525  -25.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4370  -24.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4771  -26.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1724  -26.1080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5688  -25.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3716  -25.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1017  -25.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2835  -28.7551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9548  -29.2211    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.6055  -28.7266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3362  -27.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  2  0
 27 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476253

   ---

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: 378.46

Molecular Weight (Monoisotopic): 378.1150

AlogP: 3.06

#Rotatable Bonds: 5

Polar Surface Area: 80.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.67

CX Basic pKa: ┄

CX LogP: 3.90

CX LogD: 3.88

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: -1.22

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