(4S,7S,10S)-10-(((S)-1-(((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)amino)-3-hydroxy-1-oxopropan-2-yl)carbamoyl)-7-(3-guanidinopropyl)-4-methyl-2,5,8-trioxo-16-thioxo-3,6,9,15,17-pentaazaicosan-20-oic acid

ID: ALA5200965

Chembl Id: CHEMBL5200965

PubChem CID: 168291376

Max Phase: Preclinical

Molecular Formula: C28H51N11O10S

Molecular Weight: 733.85

Names and Identifiers

Canonical SMILES:  CC(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCCNC(=S)NCCC(=O)O)C(=O)N[C@@H](CO)C(=O)N[C@H](C(N)=O)[C@@H](C)O

Standard InChI:  InChI=1S/C28H51N11O10S/c1-14(35-16(3)42)23(46)36-18(8-6-11-32-27(30)31)24(47)37-17(7-4-5-10-33-28(50)34-12-9-20(43)44)25(48)38-19(13-40)26(49)39-21(15(2)41)22(29)45/h14-15,17-19,21,40-41H,4-13H2,1-3H3,(H2,29,45)(H,35,42)(H,36,46)(H,37,47)(H,38,48)(H,39,49)(H,43,44)(H4,30,31,32)(H2,33,34,50)/t14-,15+,17-,18-,19-,21-/m0/s1

Standard InChI Key:  VKGNKQJDJRAOGD-FCCDFKFJSA-N

Alternative Forms

1. Parent:

   

   ALA5200965

   ---

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: 733.85

Molecular Weight (Monoisotopic): 733.3541

AlogP: -5.32

#Rotatable Bonds: 24

Polar Surface Area: 352.31

Molecular Species: ZWITTERION

HBA: 11

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 16

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.77

CX Basic pKa: 11.92

CX LogP: -7.76

CX LogD: -7.76

Aromatic Rings: ┄

Heavy Atoms: 50

QED Weighted: 0.02

Np Likeness Score: 0.01

References

1. Wang Y, Chen H, Zha X..  (2022)  Overview of SIRT5 as a potential therapeutic target: Structure, function and inhibitors.,  236  [PMID:35436671] [10.1016/j.ejmech.2022.114363]

2. 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