(S)-3,4-Dichloro-N-(2-isopropoxy-4-((1-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)ethyl)carbamoyl)phenyl)-5-methyl-1H-pyrrole-2-carboxamide

ID: ALA4166687

Chembl Id: CHEMBL4166687

PubChem CID: 145952929

Max Phase: Preclinical

Molecular Formula: C20H21Cl2N5O5

Molecular Weight: 482.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(C(=O)Nc2ccc(C(=O)N[C@@H](C)c3n[nH]c(=O)o3)cc2OC(C)C)c(Cl)c1Cl

Standard InChI:  InChI=1S/C20H21Cl2N5O5/c1-8(2)31-13-7-11(17(28)24-10(4)19-26-27-20(30)32-19)5-6-12(13)25-18(29)16-15(22)14(21)9(3)23-16/h5-8,10,23H,1-4H3,(H,24,28)(H,25,29)(H,27,30)/t10-/m0/s1

Standard InChI Key:  CLLQHUXAKYSVQC-JTQLQIEISA-N

Alternative Forms

1. Parent:

   

   ALA4166687

   ---

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: 482.32

Molecular Weight (Monoisotopic): 481.0920

AlogP: 3.84

#Rotatable Bonds: 7

Polar Surface Area: 142.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.94

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: 2.78

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: -1.34

References

1. Durcik M, Lovison D, Skok Ž, Durante Cruz C, Tammela P, Tomašič T, Benedetto Tiz D, Draskovits G, Nyerges Á, Pál C, Ilaš J, Peterlin Mašič L, Kikelj D, Zidar N..  (2018)  New N-phenylpyrrolamide DNA gyrase B inhibitors: Optimization of efficacy and antibacterial activity.,  154  [PMID:29778894] [10.1016/j.ejmech.2018.05.011]

Source

Source(1):

• Scientific Literature