4-(2-(3,5-bis(3-(4-(difluoro(phosphono)methyl)phenyl)propanamido)benzamido)ethyl)benzoic acid

ID: ALA5269879

Chembl Id: CHEMBL5269879

Max Phase: Preclinical

Molecular Formula: C36H35F4N3O11P2

Molecular Weight: 823.63

Names and Identifiers

Canonical SMILES:  O=C(CCc1ccc(C(F)(F)P(=O)(O)O)cc1)Nc1cc(NC(=O)CCc2ccc(C(F)(F)P(=O)(O)O)cc2)cc(C(=O)NCCc2ccc(C(=O)O)cc2)c1

Standard InChI:  InChI=1S/C36H35F4N3O11P2/c37-35(38,55(49,50)51)27-11-3-22(4-12-27)7-15-31(44)42-29-19-26(33(46)41-18-17-24-1-9-25(10-2-24)34(47)48)20-30(21-29)43-32(45)16-8-23-5-13-28(14-6-23)36(39,40)56(52,53)54/h1-6,9-14,19-21H,7-8,15-18H2,(H,41,46)(H,42,44)(H,43,45)(H,47,48)(H2,49,50,51)(H2,52,53,54)

Standard InChI Key:  RPLPXPXGNIAGDJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5269879

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 823.63

Molecular Weight (Monoisotopic): 823.1683

AlogP: 5.95

#Rotatable Bonds: 17

Polar Surface Area: 239.66

Molecular Species: ACID

HBA: 6

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 4

CX Acidic pKa: 0.19

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: -4.33

Aromatic Rings: 4

Heavy Atoms: 56

QED Weighted: 0.05

Np Likeness Score: -0.60

References

1. Kousaxidis A, Petrou A, Lavrentaki V, Fesatidou M, Nicolaou I, Geronikaki A..  (2020)  Aldose reductase and protein tyrosine phosphatase 1B inhibitors as a promising therapeutic approach for diabetes mellitus.,  207  [PMID:32871344] [10.1016/j.ejmech.2020.112742]

Source

Source(1):

• Scientific Literature