Methyl 4-(1-(2-(1H-Indol-3-yl)ethyl)-4-acetoxy-3-acetyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)benzoate

ID: ALA3237300

PubChem CID: 90035878

Max Phase: Preclinical

Molecular Formula: C26H24N2O6

Molecular Weight: 460.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(C2C(C(C)=O)=C(OC(C)=O)C(=O)N2CCc2c[nH]c3ccccc23)cc1

Standard InChI:  InChI=1S/C26H24N2O6/c1-15(29)22-23(17-8-10-18(11-9-17)26(32)33-3)28(25(31)24(22)34-16(2)30)13-12-19-14-27-21-7-5-4-6-20(19)21/h4-11,14,23,27H,12-13H2,1-3H3

Standard InChI Key:  MJOGPIWBJPURCJ-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3237300

   methyl 4-[3-acetyl-4-acetyloxy-1-[2-(1H-indol-3-yl)ethyl]-5-oxo-2H-pyrrol-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: 460.49

Molecular Weight (Monoisotopic): 460.1634

AlogP: 3.49

#Rotatable Bonds: 7

Polar Surface Area: 105.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.60

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.54

Np Likeness Score: -0.29

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