Methyl 4-(1-(2-(7-Fluoro-1H-indol-3-yl)ethyl)-4-hydroxy-3-nicotinoyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)benzoate

ID: ALA3237288

PubChem CID: 90655043

Max Phase: Preclinical

Molecular Formula: C28H22FN3O5

Molecular Weight: 499.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(C2C(C(=O)c3cccnc3)=C(O)C(=O)N2CCc2c[nH]c3c(F)cccc23)cc1

Standard InChI:  InChI=1S/C28H22FN3O5/c1-37-28(36)17-9-7-16(8-10-17)24-22(25(33)19-4-3-12-30-14-19)26(34)27(35)32(24)13-11-18-15-31-23-20(18)5-2-6-21(23)29/h2-10,12,14-15,24,31,34H,11,13H2,1H3

Standard InChI Key:  XUZJLEGAXFPMGU-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3237288

   methyl 4-[(3E)-1-[2-(7-fluoro-1H-indol-3-yl)ethyl]-3-[hydroxy(pyridin-3-yl)methylidene]-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: 499.50

Molecular Weight (Monoisotopic): 499.1543

AlogP: 4.31

#Rotatable Bonds: 7

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: 9.29

CX Basic pKa: 3.71

CX LogP: 3.29

CX LogD: 3.29

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -1.02

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