(S)-Methyl 2-((S)-2-((2S,3R)-3-Amino-2-hydroxy-5-((2-hydroxyethyl)amino)pentanamido)-4-methylpentanamido)-3-(1H-indol-3-yl)propanoate

ID: ALA5182525

Chembl Id: CHEMBL5182525

PubChem CID: 168282473

Max Phase: Preclinical

Molecular Formula: C25H39N5O6

Molecular Weight: 505.62

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](O)[C@H](N)CCNCCO

Standard InChI:  InChI=1S/C25H39N5O6/c1-15(2)12-20(29-24(34)22(32)18(26)8-9-27-10-11-31)23(33)30-21(25(35)36-3)13-16-14-28-19-7-5-4-6-17(16)19/h4-7,14-15,18,20-22,27-28,31-32H,8-13,26H2,1-3H3,(H,29,34)(H,30,33)/t18-,20+,21+,22+/m1/s1

Standard InChI Key:  DJZGVKQMRVQDPK-GBAJDQEWSA-N

Alternative Forms

1. Parent:

   

   ALA5182525

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 505.62

Molecular Weight (Monoisotopic): 505.2900

AlogP: -0.44

#Rotatable Bonds: 15

Polar Surface Area: 178.80

Molecular Species: BASE

HBA: 8

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.00

CX Basic pKa: 9.04

CX LogP: -0.48

CX LogD: -2.30

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.13

Np Likeness Score: 0.34

References

1. Vourloumis D, Mavridis I, Athanasoulis A, Temponeras I, Koumantou D, Giastas P, Mpakali A, Magrioti V, Leib J, van Endert P, Stratikos E, Papakyriakou A..  (2022)  Discovery of Selective Nanomolar Inhibitors for Insulin-Regulated Aminopeptidase Based on α-Hydroxy-β-amino Acid Derivatives of Bestatin.,  65  (14.0): [PMID:35833347] [10.1021/acs.jmedchem.2c00904]

Source

Source(1):

• Scientific Literature