(3-(2-((tert-Butoxycarbonyl)amino)ethoxy)-4-(3,4-dichloro-5-methyl-1H-pyrrole-2-carboxamido)benzoyl)-L-alanine

ID: ALA4164066

Chembl Id: CHEMBL4164066

PubChem CID: 145957796

Max Phase: Preclinical

Molecular Formula: C23H28Cl2N4O7

Molecular Weight: 543.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1[nH]c(C(=O)Nc2ccc(C(=O)N[C@@H](C)C(=O)O)cc2OCCNC(=O)OC(C)(C)C)c(Cl)c1Cl

Standard InChI:  InChI=1S/C23H28Cl2N4O7/c1-11-16(24)17(25)18(27-11)20(31)29-14-7-6-13(19(30)28-12(2)21(32)33)10-15(14)35-9-8-26-22(34)36-23(3,4)5/h6-7,10,12,27H,8-9H2,1-5H3,(H,26,34)(H,28,30)(H,29,31)(H,32,33)/t12-/m0/s1

Standard InChI Key:  KGCBNCNFWNIPCW-LBPRGKRZSA-N

Alternative Forms

1. Parent:

   

   ALA4164066

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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: 543.40

Molecular Weight (Monoisotopic): 542.1335

AlogP: 3.99

#Rotatable Bonds: 9

Polar Surface Area: 158.85

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.20

CX Basic pKa: ┄

CX LogP: 3.13

CX LogD: -0.31

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -1.19

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