3-((2S,3R)-1-(2-((S)-1-amino-1-oxopent-4-yn-2-ylamino)-2-oxoethylamino)-3-methyl-1-oxopentan-2-ylamino)-3-oxopropyl benzenesulfonate

ID: ALA4211589

Chembl Id: CHEMBL4211589

PubChem CID: 71466696

Max Phase: Preclinical

Molecular Formula: C22H30N4O7S

Molecular Weight: 494.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CC[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)CCOS(=O)(=O)c1ccccc1)C(C)CC)C(N)=O

Standard InChI:  InChI=1S/C22H30N4O7S/c1-4-9-17(21(23)29)25-19(28)14-24-22(30)20(15(3)5-2)26-18(27)12-13-33-34(31,32)16-10-7-6-8-11-16/h1,6-8,10-11,15,17,20H,5,9,12-14H2,2-3H3,(H2,23,29)(H,24,30)(H,25,28)(H,26,27)/t15?,17-,20-/m0/s1

Standard InChI Key:  QYNQJPAGLZJQCI-LXKGCQHHSA-N

Alternative Forms

1. Parent:

   

   ALA4211589

   [3-[[(2S)-1-[[2-[[(2S)-1-amino-1-oxopent-4-yn-2-yl]amino]-2-oxoethyl]amino]-3-methyl-1-oxopentan-2-yl]amino]-3-oxopropyl] benzenesulfonate

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: 494.57

Molecular Weight (Monoisotopic): 494.1835

AlogP: -0.58

#Rotatable Bonds: 14

Polar Surface Area: 173.76

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.64

CX Basic pKa: ┄

CX LogP: -0.25

CX LogD: -0.25

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.20

Np Likeness Score: -0.77

References

1. Xie Y, Dahlin JL, Oakley AJ, Casarotto MG, Board PG, Baell JB..  (2018)  Reviewing Hit Discovery Literature for Difficult Targets: Glutathione Transferase Omega-1 as an Example.,  61  (17): [PMID:29652143] [10.1021/acs.jmedchem.8b00318]

Source

Source(1):

• Scientific Literature