(S)-2-(3-(2-aminoethoxy)-4-(4,5-dibromo-1H-pyrrole-2-carboxamido)benzamido)-3-phenylpropanoic acid hydrochloride

ID: ALA4175776

Chembl Id: CHEMBL4175776

PubChem CID: 145975972

Max Phase: Preclinical

Molecular Formula: C23H23Br2ClN4O5

Molecular Weight: 594.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl.NCCOc1cc(C(=O)N[C@@H](Cc2ccccc2)C(=O)O)ccc1NC(=O)c1cc(Br)c(Br)[nH]1

Standard InChI:  InChI=1S/C23H22Br2N4O5.ClH/c24-15-12-17(27-20(15)25)22(31)28-16-7-6-14(11-19(16)34-9-8-26)21(30)29-18(23(32)33)10-13-4-2-1-3-5-13;/h1-7,11-12,18,27H,8-10,26H2,(H,28,31)(H,29,30)(H,32,33);1H/t18-;/m0./s1

Standard InChI Key:  DEEKARGZOFXZJJ-FERBBOLQSA-N

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: 594.26

Molecular Weight (Monoisotopic): 591.9957

AlogP: 3.56

#Rotatable Bonds: 10

Polar Surface Area: 146.54

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.44

CX Basic pKa: 9.13

CX LogP: 0.86

CX LogD: 0.86

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: -0.34

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