2-(4-(3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamido)-3-isopropoxybenzamido)acetic acid

ID: ALA4176270

Chembl Id: CHEMBL4176270

PubChem CID: 145972666

Max Phase: Preclinical

Molecular Formula: C18H19Cl2N3O5

Molecular Weight: 428.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(C(=O)Nc2ccc(C(=O)NCC(=O)O)cc2OC(C)C)c(Cl)c1Cl

Standard InChI:  InChI=1S/C18H19Cl2N3O5/c1-8(2)28-12-6-10(17(26)21-7-13(24)25)4-5-11(12)23-18(27)16-15(20)14(19)9(3)22-16/h4-6,8,22H,7H2,1-3H3,(H,21,26)(H,23,27)(H,24,25)

Standard InChI Key:  TZRVMOGDHOAVRQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4176270

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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: 428.27

Molecular Weight (Monoisotopic): 427.0702

AlogP: 3.48

#Rotatable Bonds: 7

Polar Surface Area: 120.52

Molecular Species: ACID

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.07

CX Basic pKa: ┄

CX LogP: 2.64

CX LogD: -0.82

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -1.22

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