2-(3-tert-Butyl-2-hydroxy-phenyl)-3H-benzoimidazole-5-carboxamidine

ID: ALA288462

Chembl Id: CHEMBL288462

PubChem CID: 135494268

Max Phase: Preclinical

Molecular Formula: C18H20N4O

Molecular Weight: 308.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1cccc(-c2nc3cc(C(=N)N)ccc3[nH]2)c1O

Standard InChI:  InChI=1S/C18H20N4O/c1-18(2,3)12-6-4-5-11(15(12)23)17-21-13-8-7-10(16(19)20)9-14(13)22-17/h4-9,23H,1-3H3,(H3,19,20)(H,21,22)

Standard InChI Key:  DICPPDRBLOSCQJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA288462

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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: 308.39

Molecular Weight (Monoisotopic): 308.1637

AlogP: 3.52

#Rotatable Bonds: 2

Polar Surface Area: 98.78

Molecular Species: BASE

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.71

CX Basic pKa: 10.65

CX LogP: 2.92

CX LogD: 1.25

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.43

Np Likeness Score: -0.64

References

1. Weidner-Wells MA, Ohemeng KA, Nguyen VN, Fraga-Spano S, Macielag MJ, Werblood HM, Foleno BD, Webb GC, Barrett JF, Hlasta DJ..  (2001)  Amidino benzimidazole inhibitors of bacterial two-component systems.,  11  (12): [PMID:11412977] [10.1016/s0960-894x(01)00024-5]

2. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Pandemic Response Box,  [10.6019/CHEMBL4513161]

Source

Source(2):

• Scientific Literature
• CO-ADD antimicrobial screening data