(2S,4R)-N,4-dihydroxy-1-(4-((4-pentylphenyl)ethynyl)benzoyl)pyrrolidine-2-carboxamide

ID: ALA4437091

Chembl Id: CHEMBL4437091

PubChem CID: 155512426

Max Phase: Preclinical

Molecular Formula: C25H28N2O4

Molecular Weight: 420.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCc1ccc(C#Cc2ccc(C(=O)N3C[C@H](O)C[C@H]3C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C25H28N2O4/c1-2-3-4-5-18-6-8-19(9-7-18)10-11-20-12-14-21(15-13-20)25(30)27-17-22(28)16-23(27)24(29)26-31/h6-9,12-15,22-23,28,31H,2-5,16-17H2,1H3,(H,26,29)/t22-,23+/m1/s1

Standard InChI Key:  HMXFQXRHTFBPFX-PKTZIBPZSA-N

Alternative Forms

1. Parent:

   

   ALA4437091

   ---

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: 420.51

Molecular Weight (Monoisotopic): 420.2049

AlogP: 2.90

#Rotatable Bonds: 6

Polar Surface Area: 89.87

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.72

CX Basic pKa:

CX LogP: 3.82

CX LogD: 3.80

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: -0.43

References

1. Kalinin DV, Agoglitta O, Van de Vyver H, Melesina J, Wagner S, Riemann B, Schäfers M, Sippl W, Löffler B, Holl R..  (2019)  Proline-based hydroxamates targeting the zinc-dependent deacetylase LpxC: Synthesis, antibacterial properties, and docking studies.,  27  (10): [PMID:30954331] [10.1016/j.bmc.2019.03.056]

Source

Source(1):

• Scientific Literature