(S)-2-amino-3-(1H-indol-3-yl)-N-(8-(7-methoxy-1,2,3,4-tetrahydroacridin-9-ylamino)octyl)propanamide dihydrochloride

ID: ALA4582203

Chembl Id: CHEMBL4582203

PubChem CID: 155562266

Max Phase: Preclinical

Molecular Formula: C33H45Cl2N5O2

Molecular Weight: 541.74

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3c(c(NCCCCCCCCNC(=O)[C@@H](N)Cc4c[nH]c5ccccc45)c2c1)CCCC3.Cl.Cl

Standard InChI:  InChI=1S/C33H43N5O2.2ClH/c1-40-24-16-17-31-27(21-24)32(26-13-7-9-15-30(26)38-31)35-18-10-4-2-3-5-11-19-36-33(39)28(34)20-23-22-37-29-14-8-6-12-25(23)29;;/h6,8,12,14,16-17,21-22,28,37H,2-5,7,9-11,13,15,18-20,34H2,1H3,(H,35,38)(H,36,39);2*1H/t28-;;/m0../s1

Standard InChI Key:  DMNLSMPOXXQXCR-ZXVJYWQYSA-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: 541.74

Molecular Weight (Monoisotopic): 541.3417

AlogP: 6.04

#Rotatable Bonds: 14

Polar Surface Area: 105.06

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.97

CX LogP: 5.55

CX LogD: 3.53

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.15

Np Likeness Score: -0.42

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