Methyl 4-(1-((1H-Indol-3-yl)methyl)-4-hydroxy-3-isonicotinoyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)benzoate

ID: ALA3237296

PubChem CID: 73335702

Max Phase: Preclinical

Molecular Formula: C27H21N3O5

Molecular Weight: 467.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(C2C(C(=O)c3ccncc3)=C(O)C(=O)N2Cc2c[nH]c3ccccc23)cc1

Standard InChI:  InChI=1S/C27H21N3O5/c1-35-27(34)18-8-6-16(7-9-18)23-22(24(31)17-10-12-28-13-11-17)25(32)26(33)30(23)15-19-14-29-21-5-3-2-4-20(19)21/h2-14,23,29,32H,15H2,1H3

Standard InChI Key:  CKBQQQJJHPRXKW-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3237296

   methyl 4-[(3E)-3-[hydroxy(pyridin-4-yl)methylidene]-1-(1H-indol-3-ylmethyl)-4,5-dioxopyrrolidin-2-yl]benzoate

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: 467.48

Molecular Weight (Monoisotopic): 467.1481

AlogP: 4.13

#Rotatable Bonds: 6

Polar Surface Area: 112.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.48

CX Basic pKa: 3.02

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: -0.78

References

1. Zimmerman SS, Khatri A, Garnier-Amblard EC, Mullasseril P, Kurtkaya NL, Gyoneva S, Hansen KB, Traynelis SF, Liotta DC..  (2014)  Design, synthesis, and structure-activity relationship of a novel series of GluN2C-selective potentiators.,  57  (6): [PMID:24512267] [10.1021/jm401695d]

Source

Source(1):

• Scientific Literature