(2S,4R)-1-(4-((4-(dimethylamino)phenyl)ethynyl)benzoyl)-N,4-dihydroxypyrrolidine-2-carboxamide

ID: ALA4458122

Chembl Id: CHEMBL4458122

PubChem CID: 155527117

Max Phase: Preclinical

Molecular Formula: C22H23N3O4

Molecular Weight: 393.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc(C#Cc2ccc(C(=O)N3C[C@H](O)C[C@H]3C(=O)NO)cc2)cc1

Standard InChI:  InChI=1S/C22H23N3O4/c1-24(2)18-11-7-16(8-12-18)4-3-15-5-9-17(10-6-15)22(28)25-14-19(26)13-20(25)21(27)23-29/h5-12,19-20,26,29H,13-14H2,1-2H3,(H,23,27)/t19-,20+/m1/s1

Standard InChI Key:  WDUHJYPEVJJJBX-UXHICEINSA-N

Alternative Forms

1. Parent:

   

   ALA4458122

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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: 393.44

Molecular Weight (Monoisotopic): 393.1689

AlogP: 1.23

#Rotatable Bonds: 3

Polar Surface Area: 93.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.72

CX Basic pKa: 4.78

CX LogP: 1.64

CX LogD: 1.62

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -0.83

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