Ethyl 4-(3-Acetyl-4-hydroxy-1-(2-(2-methyl-1H-indol-3-yl)ethyl)-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)benzoate

ID: ALA3237294

PubChem CID: 73335701

Max Phase: Preclinical

Molecular Formula: C26H26N2O5

Molecular Weight: 446.50

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C26H26N2O5/c1-4-33-26(32)18-11-9-17(10-12-18)23-22(16(3)29)24(30)25(31)28(23)14-13-19-15(2)27-21-8-6-5-7-20(19)21/h5-12,23,27,30H,4,13-14H2,1-3H3

Standard InChI Key:  ZBEMOCUXMQAKPF-UHFFFAOYSA-N

Molfile:  

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    1.7927   -4.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3237294

   ethyl 4-[3-acetyl-4-hydroxy-1-[2-(2-methyl-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: 446.50

Molecular Weight (Monoisotopic): 446.1842

AlogP: 4.18

#Rotatable Bonds: 7

Polar Surface Area: 99.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.75

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.53

Np Likeness Score: -0.79

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]

2.  (2014)  NMDA receptor modulators and uses related thereto, 

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data