(S)-2-(biphenyl-4-yl(methoxy)methyl)-1H-benzo[d]imidazole-6-carboxylic acid

ID: ALA5091830

PubChem CID: 156599554

Max Phase: Preclinical

Molecular Formula: C22H18N2O3

Molecular Weight: 358.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H](c1ccc(-c2ccccc2)cc1)c1nc2ccc(C(=O)O)cc2[nH]1

Standard InChI:  InChI=1S/C22H18N2O3/c1-27-20(16-9-7-15(8-10-16)14-5-3-2-4-6-14)21-23-18-12-11-17(22(25)26)13-19(18)24-21/h2-13,20H,1H3,(H,23,24)(H,25,26)/t20-/m0/s1

Standard InChI Key:  QYAGQWPYMHPLMR-FQEVSTJZSA-N

Molfile:  

 
     RDKit          2D

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   12.2058  -12.1075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9138  -12.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9120  -10.8791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6207  -11.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6209  -12.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3996  -12.3557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8806  -11.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3991  -11.0312    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6978  -11.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1066  -12.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1061  -10.9851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6946  -13.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1028  -13.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9209  -13.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3290  -13.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.3307  -14.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9233  -10.9848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4991  -10.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4989  -10.0623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7915  -11.2883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9218  -15.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3309  -15.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1489  -15.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5562  -15.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1447  -14.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  1 20  1  0
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 20 22  2  0
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 26 27  2  0
 27 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5091830

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 358.40

Molecular Weight (Monoisotopic): 358.1317

AlogP: 4.66

#Rotatable Bonds: 5

Polar Surface Area: 75.21

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.95

CX Basic pKa: 4.79

CX LogP: 3.31

CX LogD: 1.16

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -0.63

References

1. Rübbelke M, Hamilton J, Binder F, Bauer M, King J, Nar H, Zeeb M..  (2021)  Discovery and Structure-Based Optimization of Fragments Binding the Mixed Lineage Kinase Domain-like Protein Executioner Domain. ,  64  (21.0): [PMID:34672548] [10.1021/acs.jmedchem.1c00686]

Source

Source(1):

• Scientific Literature