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

ID: ALA4593948

PubChem CID: 78324068

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-/m0/s1

Standard InChI Key:  JMEPDOCHFSIAAG-QHCPKHFHSA-N

Molfile:  

 
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    1.6786   -5.7449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3060   -2.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873   -2.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5716   -1.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2705   -0.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0049   -2.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1605   -3.2133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4593948

   (2S)-N-hydroxy-3-phenyl-2-[4-phenyl-5-(2-phenylethynyl)triazol-1-yl]propanamide

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