5-(((S)-6-(((S)-3-(1H-indol-3-yl)-1-(isopropylamino)-1-oxopropan-2-yl)amino)-5-(((benzyloxy)carbonyl)amino)-6-oxohexyl)amino)-5-thioxopentanoic acid

ID: ALA5172115

Chembl Id: CHEMBL5172115

PubChem CID: 168270939

Max Phase: Preclinical

Molecular Formula: C33H43N5O6S

Molecular Weight: 637.80

Names and Identifiers

Canonical SMILES:  CC(C)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCCNC(=S)CCCC(=O)O)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C33H43N5O6S/c1-22(2)36-32(42)28(19-24-20-35-26-14-7-6-13-25(24)26)37-31(41)27(38-33(43)44-21-23-11-4-3-5-12-23)15-8-9-18-34-29(45)16-10-17-30(39)40/h3-7,11-14,20,22,27-28,35H,8-10,15-19,21H2,1-2H3,(H,34,45)(H,36,42)(H,37,41)(H,38,43)(H,39,40)/t27-,28-/m0/s1

Standard InChI Key:  LGHUTRIUIYOPNT-NSOVKSMOSA-N

Alternative Forms

1. Parent:

   

   ALA5172115

   ---

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: 637.80

Molecular Weight (Monoisotopic): 637.2934

AlogP: 4.36

#Rotatable Bonds: 18

Polar Surface Area: 161.65

Molecular Species: ACID

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.86

CX Basic pKa: ┄

CX LogP: 3.84

CX LogD: 1.34

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.09

Np Likeness Score: -0.24

References

1. Fiorentino F, Castiello C, Mai A, Rotili D..  (2022)  Therapeutic Potential and Activity Modulation of the Protein Lysine Deacylase Sirtuin 5.,  65  (14.0): [PMID:35802779] [10.1021/acs.jmedchem.2c00687]

Source

Source(1):

• Scientific Literature