Methyl 4-(4-Hydroxy-1-(2-(2-methyl-1H-indol-3-yl)ethyl)-3-nicotinoyl-5-oxo-2,5-dihydro-1H-pyrrol-2-yl)benzoate

ID: ALA3237293

PubChem CID: 73335704

Max Phase: Preclinical

Molecular Formula: C29H25N3O5

Molecular Weight: 495.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(C2C(C(=O)c3cccnc3)=C(O)C(=O)N2CCc2c(C)[nH]c3ccccc23)cc1

Standard InChI:  InChI=1S/C29H25N3O5/c1-17-21(22-7-3-4-8-23(22)31-17)13-15-32-25(18-9-11-19(12-10-18)29(36)37-2)24(27(34)28(32)35)26(33)20-6-5-14-30-16-20/h3-12,14,16,25,31,34H,13,15H2,1-2H3

Standard InChI Key:  LSUVGQDQWUXKCN-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3237293

   methyl 4-[(3E)-3-[hydroxy(pyridin-3-yl)methylidene]-1-[2-(2-methyl-1H-indol-3-yl)ethyl]-4,5-dioxopyrrolidin-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: 495.54

Molecular Weight (Monoisotopic): 495.1794

AlogP: 4.48

#Rotatable Bonds: 7

Polar Surface Area: 112.59

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.53

CX Basic pKa: 3.71

CX LogP: 3.35

CX LogD: 3.35

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.29

Np Likeness Score: -0.91

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