(E)-4-Acetyl-3-ethyl-N-(5-[3-(hydroxyamino)-3-oxoprop-1-en-1-yl]-2-methoxyphenyl)-5-methyl-1H-pyrrole-2-carboxamide

ID: ALA5077168

Chembl Id: CHEMBL5077168

PubChem CID: 166626060

Max Phase: Preclinical

Molecular Formula: C20H23N3O5

Molecular Weight: 385.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1c(C(=O)Nc2cc(/C=C/C(=O)NO)ccc2OC)[nH]c(C)c1C(C)=O

Standard InChI:  InChI=1S/C20H23N3O5/c1-5-14-18(12(3)24)11(2)21-19(14)20(26)22-15-10-13(6-8-16(15)28-4)7-9-17(25)23-27/h6-10,21,27H,5H2,1-4H3,(H,22,26)(H,23,25)/b9-7+

Standard InChI Key:  IMAQUYGNXCKZFP-VQHVLOKHSA-N

Alternative Forms

1. Parent:

   

   ALA5077168

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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: 385.42

Molecular Weight (Monoisotopic): 385.1638

AlogP: 2.87

#Rotatable Bonds: 7

Polar Surface Area: 120.52

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.55

CX Basic pKa: ┄

CX LogP: 1.98

CX LogD: 1.97

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.25

Np Likeness Score: -0.67

References

1. Schäker-Hübner L, Warstat R, Ahlert H, Mishra P, Kraft FB, Schliehe-Diecks J, Schöler A, Borkhardt A, Breit B, Bhatia S, Hügle M, Günther S, Hansen FK..  (2021)  4-Acyl Pyrrole Capped HDAC Inhibitors: A New Scaffold for Hybrid Inhibitors of BET Proteins and Histone Deacetylases as Antileukemia Drug Leads.,  64  (19.0): [PMID:34582215] [10.1021/acs.jmedchem.1c01119]

Source

Source(1):

• Scientific Literature