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

ID: ALA3237290

PubChem CID: 73335792

Max Phase: Preclinical

Molecular Formula: C25H24N2O5

Molecular Weight: 432.48

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H24N2O5/c1-14-5-4-6-19-18(13-26-21(14)19)11-12-27-22(20(15(2)28)23(29)24(27)30)16-7-9-17(10-8-16)25(31)32-3/h4-10,13,22,26,29H,11-12H2,1-3H3

Standard InChI Key:  JCKXQFBGIAUQOA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.0813   -3.2283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3964   -6.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6820   -7.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9675   -7.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2457   -5.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5265   -5.3453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2591   -6.5675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  6 28  1  0
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 26 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3237290

   methyl 4-[3-acetyl-4-hydroxy-1-[2-(7-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: 432.48

Molecular Weight (Monoisotopic): 432.1685

AlogP: 3.79

#Rotatable Bonds: 6

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: 9.67

CX Basic pKa: ┄

CX LogP: 3.46

CX LogD: 3.45

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.58

Np Likeness Score: -0.70

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