3-(3-(4-((2S,5S,8S)-8-carbamoyl-2-(3-guanidinopropyl)-3,6,14,21-tetraoxo-1,4,7,13-tetraazacyclohenicosan-5-yl)butyl)thioureido)propanoic acid

ID: ALA5169458

Chembl Id: CHEMBL5169458

PubChem CID: 168271009

Max Phase: Preclinical

Molecular Formula: C30H54N10O7S

Molecular Weight: 698.89

Names and Identifiers

Canonical SMILES:  N=C(N)NCCC[C@@H]1NC(=O)CCCCCCC(=O)NCCCC[C@@H](C(N)=O)NC(=O)[C@H](CCCCNC(=S)NCCC(=O)O)NC1=O

Standard InChI:  InChI=1S/C30H54N10O7S/c31-26(45)20-10-5-7-16-34-23(41)13-3-1-2-4-14-24(42)38-21(12-9-18-35-29(32)33)27(46)40-22(28(47)39-20)11-6-8-17-36-30(48)37-19-15-25(43)44/h20-22H,1-19H2,(H2,31,45)(H,34,41)(H,38,42)(H,39,47)(H,40,46)(H,43,44)(H4,32,33,35)(H2,36,37,48)/t20-,21-,22-/m0/s1

Standard InChI Key:  LISZMMMZXQCFIY-FKBYEOEOSA-N

Alternative Forms

1. Parent:

   

   ALA5169458

   ---

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: 698.89

Molecular Weight (Monoisotopic): 698.3898

AlogP: -1.06

#Rotatable Bonds: 13

Polar Surface Area: 282.75

Molecular Species: ZWITTERION

HBA: 8

HBD: 11

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.77

CX Basic pKa: 11.75

CX LogP: -3.50

CX LogD: -3.50

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.05

Np Likeness Score: 0.17

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