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

ID: ALA3237299

PubChem CID: 90036123

Max Phase: Preclinical

Molecular Formula: C24H23N3O4

Molecular Weight: 417.47

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C24H23N3O4/c1-14(28)20-21(25)23(29)27(12-11-17-13-26-19-6-4-3-5-18(17)19)22(20)15-7-9-16(10-8-15)24(30)31-2/h3-10,13,22,26H,11-12,25H2,1-2H3

Standard InChI Key:  JBBIPAQIPYORNF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.6695   -3.9696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8900   -3.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1762   -5.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1762   -6.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4665   -7.1810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7569   -6.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0737   -5.3966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3594   -4.9997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0871   -6.2137    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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M  END

Alternative Forms

1. Parent:

   

   ALA3237299

   methyl 4-[3-acetyl-4-amino-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: 417.47

Molecular Weight (Monoisotopic): 417.1689

AlogP: 2.88

#Rotatable Bonds: 6

Polar Surface Area: 105.49

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.76

CX Basic pKa: ┄

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.50

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