(S)-2-amino-5-((S)-1-(carboxymethylamino)-5-((3-ethynylphenyl)(hydroxy)amino)-1,5-dioxopentan-2-ylamino)-5-oxopentanoic acid

ID: ALA4436073

Chembl Id: CHEMBL4436073

PubChem CID: 87057567

Max Phase: Preclinical

Molecular Formula: C20H24N4O8

Molecular Weight: 448.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#Cc1cccc(N(O)C(=O)CC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)c1

Standard InChI:  InChI=1S/C20H24N4O8/c1-2-12-4-3-5-13(10-12)24(32)17(26)9-7-15(19(29)22-11-18(27)28)23-16(25)8-6-14(21)20(30)31/h1,3-5,10,14-15,32H,6-9,11,21H2,(H,22,29)(H,23,25)(H,27,28)(H,30,31)/t14-,15-/m0/s1

Standard InChI Key:  DNHXPPJCZZCCCC-GJZGRUSLSA-N

Alternative Forms

1. Parent:

   

   ALA4436073

   L-Gamma-Glutamyl-N-(3-Ethynylphenyl)-N-Hydroxy-L-Glutaminylglycine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 448.43

Molecular Weight (Monoisotopic): 448.1594

AlogP: -0.95

#Rotatable Bonds: 12

Polar Surface Area: 199.36

Molecular Species: ZWITTERION

HBA: 7

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.96

CX Basic pKa: 9.39

CX LogP: -4.12

CX LogD: -7.39

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.13

Np Likeness Score: -0.30

References

1. Jin T, Zhao L, Wang HP, Huang ML, Yue Y, Lu C, Zheng ZB..  (2020)  Recent advances in the discovery and development of glyoxalase I inhibitors.,  28  (4): [PMID:31879183] [10.1016/j.bmc.2019.115243]

Source

Source(1):

• Scientific Literature