(4-(4,5-Dibromo-1H-pyrrole-2-carboxamido)-3-isopropoxybenzoyl)-L-alanine

ID: ALA4159526

Chembl Id: CHEMBL4159526

PubChem CID: 145958605

Max Phase: Preclinical

Molecular Formula: C18H19Br2N3O5

Molecular Weight: 517.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc(C(=O)N[C@@H](C)C(=O)O)ccc1NC(=O)c1cc(Br)c(Br)[nH]1

Standard InChI:  InChI=1S/C18H19Br2N3O5/c1-8(2)28-14-6-10(16(24)21-9(3)18(26)27)4-5-12(14)23-17(25)13-7-11(19)15(20)22-13/h4-9,22H,1-3H3,(H,21,24)(H,23,25)(H,26,27)/t9-/m0/s1

Standard InChI Key:  UWHNFKRXNYGFLA-VIFPVBQESA-N

Alternative Forms

1. Parent:

   

   ALA4159526

   ---

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: 517.17

Molecular Weight (Monoisotopic): 514.9691

AlogP: 3.78

#Rotatable Bonds: 7

Polar Surface Area: 120.52

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.13

CX Basic pKa: ┄

CX LogP: 3.04

CX LogD: -0.42

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.45

Np Likeness Score: -0.65

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