rac-2-amino-6-(3-((4-aminophenyl)amino)phenyl)-3-(phenylthio)bicyclo[2.2.1]heptane-2-carboxylate

ID: ALA4576739

Chembl Id: CHEMBL4576739

PubChem CID: 155553866

Max Phase: Preclinical

Molecular Formula: C28H31N3O2S

Molecular Weight: 473.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)C1(N)C2CC(CC2c2cccc(Nc3ccc(N)cc3)c2)C1Sc1ccccc1

Standard InChI:  InChI=1S/C28H31N3O2S/c1-2-33-27(32)28(30)25-17-19(26(28)34-23-9-4-3-5-10-23)16-24(25)18-7-6-8-22(15-18)31-21-13-11-20(29)12-14-21/h3-15,19,24-26,31H,2,16-17,29-30H2,1H3

Standard InChI Key:  UNERZHAOJDVDOW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4576739

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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: 473.64

Molecular Weight (Monoisotopic): 473.2137

AlogP: 5.56

#Rotatable Bonds: 7

Polar Surface Area: 90.37

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.28

CX LogP: 5.00

CX LogD: 4.75

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.31

Np Likeness Score: -0.10

References

1. Ruffoni A, Ferri N, Pinto A, Pellegrino S, Contini A, Clerici F..  (2019)  Identification of the first enantiopure Rac1-Tiam1 protein-protein interaction inhibitor and its optimized synthesis via phosphine free remote group directed hydroarylation.,  10  (2): [PMID:30931091] [10.1039/C8MD00477C]

Source

Source(1):

• Scientific Literature