(S)-2-amino-N-(3-(6-chloro-1,2,3,4-tetrahydroacridin-9-ylamino)propyl)-3-(1H-indol-3-yl)propanamide dihydrochloride

ID: ALA4541558

Chembl Id: CHEMBL4541558

PubChem CID: 155551499

Max Phase: Preclinical

Molecular Formula: C27H32Cl3N5O

Molecular Weight: 476.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cl.N[C@@H](Cc1c[nH]c2ccccc12)C(=O)NCCCNc1c2c(nc3cc(Cl)ccc13)CCCC2

Standard InChI:  InChI=1S/C27H30ClN5O.2ClH/c28-18-10-11-21-25(15-18)33-24-9-4-2-7-20(24)26(21)30-12-5-13-31-27(34)22(29)14-17-16-32-23-8-3-1-6-19(17)23;;/h1,3,6,8,10-11,15-16,22,32H,2,4-5,7,9,12-14,29H2,(H,30,33)(H,31,34);2*1H/t22-;;/m0../s1

Standard InChI Key:  XKCDJNBSUKXBGX-IKXQUJFKSA-N

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: 476.02

Molecular Weight (Monoisotopic): 475.2139

AlogP: 4.74

#Rotatable Bonds: 8

Polar Surface Area: 95.83

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.33

CX LogP: 4.02

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: -0.68

References

1. Chalupova K, Korabecny J, Bartolini M, Monti B, Lamba D, Caliandro R, Pesaresi A, Brazzolotto X, Gastellier AJ, Nachon F, Pejchal J, Jarosova M, Hepnarova V, Jun D, Hrabinova M, Dolezal R, Zdarova Karasova J, Mzik M, Kristofikova Z, Misik J, Muckova L, Jost P, Soukup O, Benkova M, Setnicka V, Habartova L, Chvojkova M, Kleteckova L, Vales K, Mezeiova E, Uliassi E, Valis M, Nepovimova E, Bolognesi ML, Kuca K..  (2019)  Novel tacrine-tryptophan hybrids: Multi-target directed ligands as potential treatment for Alzheimer's disease.,  168  [PMID:30851693] [10.1016/j.ejmech.2019.02.021]

Source

Source(1):

• Scientific Literature