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

ID: ALA4161729

Chembl Id: CHEMBL4161729

PubChem CID: 145956978

Max Phase: Preclinical

Molecular Formula: C18H21Cl3N4O5

Molecular Weight: 443.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(C(=O)Nc2ccc(C(=O)N[C@@H](C)C(=O)O)cc2OCCN)c(Cl)c1Cl.Cl

Standard InChI:  InChI=1S/C18H20Cl2N4O5.ClH/c1-8-13(19)14(20)15(22-8)17(26)24-11-4-3-10(7-12(11)29-6-5-21)16(25)23-9(2)18(27)28;/h3-4,7,9,22H,5-6,21H2,1-2H3,(H,23,25)(H,24,26)(H,27,28);1H/t9-;/m0./s1

Standard InChI Key:  LRHKTFAAYINDIL-FVGYRXGTSA-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: 443.29

Molecular Weight (Monoisotopic): 442.0811

AlogP: 2.42

#Rotatable Bonds: 8

Polar Surface Area: 146.54

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.20

CX Basic pKa: 9.28

CX LogP: -0.62

CX LogD: -0.63

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -0.98

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