2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1Hindol-4-yloxy)acetic acid

ID: ALA208429

Chembl Id: CHEMBL208429

PubChem CID: 11610604

Max Phase: Preclinical

Molecular Formula: C21H20N2O5

Molecular Weight: 380.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(OCC(=O)O)c2c(C(=O)C(N)=O)c(C)n(Cc3ccccc3)c2c1

Standard InChI:  InChI=1S/C21H20N2O5/c1-12-8-15-19(16(9-12)28-11-17(24)25)18(20(26)21(22)27)13(2)23(15)10-14-6-4-3-5-7-14/h3-9H,10-11H2,1-2H3,(H2,22,27)(H,24,25)

Standard InChI Key:  IAUGVDTWTMEFGP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA208429

   2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1Hindol-4-yloxy)acetic acid

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: 380.40

Molecular Weight (Monoisotopic): 380.1372

AlogP: 2.44

#Rotatable Bonds: 7

Polar Surface Area: 111.62

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.63

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: -0.57

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.48

Np Likeness Score: -0.68

References

1. Smart BP, Oslund RC, Walsh LA, Gelb MH..  (2006)  The first potent inhibitor of mammalian group X secreted phospholipase A2: elucidation of sites for enhanced binding.,  49  (10): [PMID:16686528] [10.1021/jm060136t]

Source

Source(1):

• Scientific Literature