2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2-isobutyl-1H-6,7-benzoindol-4-yloxy)acetic acid

ID: ALA514705

Chembl Id: CHEMBL514705

PubChem CID: 24950867

Max Phase: Preclinical

Molecular Formula: C27H26N2O5

Molecular Weight: 458.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Cc1c(C(=O)C(N)=O)c2c(OCC(=O)O)cc3ccccc3c2n1Cc1ccccc1

Standard InChI:  InChI=1S/C27H26N2O5/c1-16(2)12-20-23(26(32)27(28)33)24-21(34-15-22(30)31)13-18-10-6-7-11-19(18)25(24)29(20)14-17-8-4-3-5-9-17/h3-11,13,16H,12,14-15H2,1-2H3,(H2,28,33)(H,30,31)

Standard InChI Key:  DKAWHIIOBKBSBI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA514705

   2-[1-Benzyl-2-(2-methylpropyl)-3-oxamoylbenzo[g]indol-4-yl]oxyacetic 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: 458.51

Molecular Weight (Monoisotopic): 458.1842

AlogP: 4.17

#Rotatable Bonds: 9

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: 3.69

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 1.18

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -0.33

References

1. Oslund RC, Cermak N, Gelb MH..  (2008)  Highly specific and broadly potent inhibitors of mammalian secreted phospholipases A2.,  51  (15): [PMID:18605714] [10.1021/jm800422v]

Source

Source(1):

• Scientific Literature