4-(5H-[1,2,5]Oxadiazolo[3',4':5,6]pyrazino[2,3-b]indol-5-yl)-butanoic Acid

ID: ALA3589156

Chembl Id: CHEMBL3589156

PubChem CID: 122180708

Max Phase: Preclinical

Molecular Formula: C14H11N5O3

Molecular Weight: 297.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCCn1c2ccccc2c2nc3nonc3nc21

Standard InChI:  InChI=1S/C14H11N5O3/c20-10(21)6-3-7-19-9-5-2-1-4-8(9)11-14(19)16-13-12(15-11)17-22-18-13/h1-2,4-5H,3,6-7H2,(H,20,21)

Standard InChI Key:  IMVAHFIQCOJFIE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3589156

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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: 297.27

Molecular Weight (Monoisotopic): 297.0862

AlogP: 1.99

#Rotatable Bonds: 4

Polar Surface Area: 106.93

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.04

CX Basic pKa: ┄

CX LogP: 1.64

CX LogD: -0.69

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.61

Np Likeness Score: -1.08

References

1. Catrow JL, Zhang Y, Zhang M, Ji H..  (2015)  Discovery of Selective Small-Molecule Inhibitors for the β-Catenin/T-Cell Factor Protein-Protein Interaction through the Optimization of the Acyl Hydrazone Moiety.,  58  (11): [PMID:25985283] [10.1021/acs.jmedchem.5b00223]

2. Teuscher KB, Zhang M, Ji H..  (2017)  A Versatile Method to Determine the Cellular Bioavailability of Small-Molecule Inhibitors.,  60  (1): [PMID:27935314] [10.1021/acs.jmedchem.6b00923]

3. Liu Z, Wang P, Wold EA, Song Q, Zhao C, Wang C, Zhou J..  (2021)  Small-Molecule Inhibitors Targeting the Canonical WNT Signaling Pathway for the Treatment of Cancer.,  64  (8.0): [PMID:33822624] [10.1021/acs.jmedchem.0c01799]

Source

Source(1):

• Scientific Literature