3-(((4-hydroxy-3-methoxybenzyl)amino)methyl)-1-(4-methoxybenzyl)-6-methyl-1H-indole-2-carboxylic acid

ID: ALA5193474

Chembl Id: CHEMBL5193474

PubChem CID: 168284972

Max Phase: Preclinical

Molecular Formula: C27H28N2O5

Molecular Weight: 460.53

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(C(=O)O)c(CNCc3ccc(O)c(OC)c3)c3ccc(C)cc32)cc1

Standard InChI:  InChI=1S/C27H28N2O5/c1-17-4-10-21-22(15-28-14-19-7-11-24(30)25(13-19)34-3)26(27(31)32)29(23(21)12-17)16-18-5-8-20(33-2)9-6-18/h4-13,28,30H,14-16H2,1-3H3,(H,31,32)

Standard InChI Key:  UGOYZVSHJJJZKB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5193474

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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: 460.53

Molecular Weight (Monoisotopic): 460.1998

AlogP: 4.71

#Rotatable Bonds: 9

Polar Surface Area: 92.95

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.12

CX Basic pKa: 8.48

CX LogP: 2.30

CX LogD: 2.27

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.34

Np Likeness Score: -0.65

References

1. Gao Z, Fan T, Chen L, Yang M, Wai Wong VK, Chen D, Liu Z, Zhou Y, Wu W, Qiu Z, Zhang C, Li Y, Jiang Y..  (2022)  Design, synthesis and antitumor evaluation of novel 1H-indole-2-carboxylic acid derivatives targeting 14-3-3η protein.,  238  [PMID:35525080] [10.1016/j.ejmech.2022.114402]

Source

Source(1):

• Scientific Literature