tert-Butyl((6-(3-(N-Benzylsulfamoyl)phenyl)-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)-methyl)carbamate

ID: ALA3110363

PubChem CID: 76314016

Max Phase: Preclinical

Molecular Formula: C28H28N6O4S

Molecular Weight: 544.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)NCc1nnc2c3ccccc3c(-c3cccc(S(=O)(=O)NCc4ccccc4)c3)nn12

Standard InChI:  InChI=1S/C28H28N6O4S/c1-28(2,3)38-27(35)29-18-24-31-32-26-23-15-8-7-14-22(23)25(33-34(24)26)20-12-9-13-21(16-20)39(36,37)30-17-19-10-5-4-6-11-19/h4-16,30H,17-18H2,1-3H3,(H,29,35)

Standard InChI Key:  DNXSPHDLFXTFKQ-UHFFFAOYSA-N

Molfile:  

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   17.7479   -7.9133    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:

   

   ALA3110363

   tert-butyl N-[[6-[3-(benzylsulfamoyl)phenyl]-[1,2,4]triazolo[3,4-a]phthalazin-3-yl]methyl]carbamate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 544.64

Molecular Weight (Monoisotopic): 544.1893

AlogP: 4.45

#Rotatable Bonds: 7

Polar Surface Area: 127.58

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.46

CX Basic pKa: 0.39

CX LogP: 3.96

CX LogD: 3.96

Aromatic Rings: 5

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: -1.70

References

1. Fedorov O, Lingard H, Wells C, Monteiro OP, Picaud S, Keates T, Yapp C, Philpott M, Martin SJ, Felletar I, Marsden BD, Filippakopoulos P, Müller S, Knapp S, Brennan PE..  (2014)  [1,2,4]triazolo[4,3-a]phthalazines: inhibitors of diverse bromodomains.,  57  (2): [PMID:24313754] [10.1021/jm401568s]

2. Palmer, Wylie S WS and 21 more authors.  2016-02-25  Structure-Guided Design of IACS-9571, a Selective High-Affinity Dual TRIM24-BRPF1 Bromodomain Inhibitor.  [PMID:26061247]

3. Romero, F Anthony FA and 5 more authors.  2016-02-25  Disrupting Acetyl-Lysine Recognition: Progress in the Development of Bromodomain Inhibitors.  [PMID:26572217]

4. Moustakim, Moses; Clark, Peter G K; Hay, Duncan A; Dixon, Darren J and Brennan, Paul E.  2016-12-07  Chemical probes and inhibitors of bromodomains outside the BET family.  [PMID:29170712]

Source

Source(1):

• Scientific Literature