N1-(1-Adamantylmethyl)-N3-(7-chloro-3-fluoroquinolin-4-yl)butane-1,3-diamine

ID: ALA3758840

Chembl Id: CHEMBL3758840

PubChem CID: 127029262

Max Phase: Preclinical

Molecular Formula: C24H31ClFN3

Molecular Weight: 415.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(CCNCC12CC3CC(CC(C3)C1)C2)Nc1c(F)cnc2cc(Cl)ccc12

Standard InChI:  InChI=1S/C24H31ClFN3/c1-15(29-23-20-3-2-19(25)9-22(20)28-13-21(23)26)4-5-27-14-24-10-16-6-17(11-24)8-18(7-16)12-24/h2-3,9,13,15-18,27H,4-8,10-12,14H2,1H3,(H,28,29)

Standard InChI Key:  KIHGALWXDRTVFU-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3758840

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 415.98

Molecular Weight (Monoisotopic): 415.2191

AlogP: 6.02

#Rotatable Bonds: 7

Polar Surface Area: 36.95

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.58

CX LogP: 4.89

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -0.74

References

1. Terzić N, Konstantinović J, Tot M, Burojević J, Djurković-Djaković O, Srbljanović J, Štajner T, Verbić T, Zlatović M, Machado M, Albuquerque IS, Prudêncio M, Sciotti RJ, Pecic S, D'Alessandro S, Taramelli D, Šolaja BA..  (2016)  Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?,  59  (1): [PMID:26640981] [10.1021/acs.jmedchem.5b01374]

2. Konstantinović J, Kiris E, Kota KP, Kugelman-Tonos J, Videnović M, Cazares LH, Terzić Jovanović N, Verbić TŽ, Andjelković B, Duplantier AJ, Bavari S, Šolaja BA..  (2018)  New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model.,  61  (4): [PMID:29385334] [10.1021/acs.jmedchem.7b01710]

Source

Source(1):

• Scientific Literature