(S)-methyl 2-(3-(2-aminoethoxy)-4-(3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamido)benzamido)propanoate hydrochloride

ID: ALA4160665

Chembl Id: CHEMBL4160665

PubChem CID: 145956928

Max Phase: Preclinical

Molecular Formula: C19H23Cl3N4O5

Molecular Weight: 457.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](C)NC(=O)c1ccc(NC(=O)c2[nH]c(C)c(Cl)c2Cl)c(OCCN)c1.Cl

Standard InChI:  InChI=1S/C19H22Cl2N4O5.ClH/c1-9-14(20)15(21)16(23-9)18(27)25-12-5-4-11(8-13(12)30-7-6-22)17(26)24-10(2)19(28)29-3;/h4-5,8,10,23H,6-7,22H2,1-3H3,(H,24,26)(H,25,27);1H/t10-;/m0./s1

Standard InChI Key:  IJDATLLSLMKNSM-PPHPATTJSA-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: 457.31

Molecular Weight (Monoisotopic): 456.0967

AlogP: 2.51

#Rotatable Bonds: 8

Polar Surface Area: 135.54

Molecular Species: BASE

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.25

CX Basic pKa: 9.28

CX LogP: 1.69

CX LogD: -0.07

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.45

Np Likeness Score: -1.03

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