(E)-3-(1H-benzo[d]imidazol-2-yl)-4-(3-ethoxy-4-(2-oxo-2-(phenylamino)ethoxy)phenyl)but-3-enoic acid

ID: ALA4875229

PubChem CID: 164627396

Max Phase: Preclinical

Molecular Formula: C27H25N3O5

Molecular Weight: 471.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOc1cc(/C=C(\CC(=O)O)c2nc3ccccc3[nH]2)ccc1OCC(=O)Nc1ccccc1

Standard InChI:  InChI=1S/C27H25N3O5/c1-2-34-24-15-18(12-13-23(24)35-17-25(31)28-20-8-4-3-5-9-20)14-19(16-26(32)33)27-29-21-10-6-7-11-22(21)30-27/h3-15H,2,16-17H2,1H3,(H,28,31)(H,29,30)(H,32,33)/b19-14+

Standard InChI Key:  URVGICCCRMJDNU-XMHGGMMESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4875229

   ---

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: 471.51

Molecular Weight (Monoisotopic): 471.1794

AlogP: 4.99

#Rotatable Bonds: 10

Polar Surface Area: 113.54

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.75

CX Basic pKa: 5.23

CX LogP: 3.07

CX LogD: 1.21

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.30

Np Likeness Score: -1.01

References

1. Azuma M, Inoue M, Nishida A, Akahane H, Kitajima M, Natani S, Chimori R, Yoshimori A, Mano Y, Uchiro H, Tanuma SI, Takasawa R..  (2021)  Addition of hydrophobic side chains improve the apoptosis inducibility of the human glyoxalase I inhibitor, TLSC702.,  40  [PMID:33711442] [10.1016/j.bmcl.2021.127918]

Source

Source(1):

• Scientific Literature