(S)-N-((S)-4-amino-1-((S)-2-(4-methyl-2-oxo-2H-chromen-7-ylcarbamoyl)pyrrolidin-1-yl)-1,4-dioxobutan-2-yl)-5-oxopyrrolidine-2-carboxamide

ID: ALA3906398

Chembl Id: CHEMBL3906398

PubChem CID: 10255308

Max Phase: Preclinical

Molecular Formula: C24H27N5O7

Molecular Weight: 497.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)oc2cc(NC(=O)[C@@H]3CCCN3C(=O)[C@H](CC(N)=O)NC(=O)[C@@H]3CCC(=O)N3)ccc12

Standard InChI:  InChI=1S/C24H27N5O7/c1-12-9-21(32)36-18-10-13(4-5-14(12)18)26-23(34)17-3-2-8-29(17)24(35)16(11-19(25)30)28-22(33)15-6-7-20(31)27-15/h4-5,9-10,15-17H,2-3,6-8,11H2,1H3,(H2,25,30)(H,26,34)(H,27,31)(H,28,33)/t15-,16-,17-/m0/s1

Standard InChI Key:  YSNGYDACLOQMCZ-ULQDDVLXSA-N

Alternative Forms

1. Parent:

   

   ALA3906398

   H-Pyr-Asn-Pro-AMC

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: 497.51

Molecular Weight (Monoisotopic): 497.1910

AlogP: -0.33

#Rotatable Bonds: 7

Polar Surface Area: 180.91

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.08

CX Basic pKa: ┄

CX LogP: -1.59

CX LogD: -1.60

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.38

Np Likeness Score: -0.67

References

1.  (2010)  TRH-like peptide derivatives as inhibitors of the TRH-degrading ectoenzyme, 

Source

Source(1):

• Patent Bioactivity Data