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

ID: ALA3237298

PubChem CID: 90036583

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(OC)C(=O)N2CCc2c[nH]c3ccccc23)cc1

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

Standard InChI Key:  IUQYPSDRRZMROU-UHFFFAOYSA-N

Molfile:  

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    8.8999   -6.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1902   -6.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5070   -4.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7927   -4.2568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 13 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3237298

   methyl 4-[3-acetyl-1-[2-(1H-indol-3-yl)ethyl]-4-methoxy-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: 3.57

#Rotatable Bonds: 7

Polar Surface Area: 88.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.53

CX Basic pKa: ┄

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.58

Np Likeness Score: -0.35

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