ID: ALA147182

Max Phase: Preclinical

Molecular Formula: C24H42N4O3

Molecular Weight: 434.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCCC(=O)NC(Cc1ccc(O)cc1)C(=O)NCCCCCCCCNCCCN

Standard InChI:  InChI=1S/C24H42N4O3/c1-2-10-23(30)28-22(19-20-11-13-21(29)14-12-20)24(31)27-18-8-6-4-3-5-7-16-26-17-9-15-25/h11-14,22,26,29H,2-10,15-19,25H2,1H3,(H,27,31)(H,28,30)

Standard InChI Key:  BUCWZDOCJZKCPQ-UHFFFAOYSA-N

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

Properties

Molecular Weight: 434.63

Molecular Weight (Monoisotopic): 434.3257

AlogP: 2.61

#Rotatable Bonds: 18

Polar Surface Area: 116.48

Molecular Species: BASE

HBA: 5

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.48

CX Basic pKa: 10.54

CX LogP: 1.42

CX LogD: -1.11

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.23

Np Likeness Score: 0.01

References

1. Stromgaard K, Brierley MJ, Andersen K, Sløk FA, Mellor IR, Usherwood PN, Krogsgaard-Larsen P, Jaroszewski JW..  (1999)  Analogues of neuroactive polyamine wasp toxins that lack inner basic sites exhibit enhanced antagonism toward a muscle-type mammalian nicotinic acetylcholine receptor.,  42  (25): [PMID:10602707] [10.1021/jm9903747]

2. Kromann H, Krikstolaityte S, Andersen AJ, Andersen K, Krogsgaard-Larsen P, Jaroszewski JW, Egebjerg J, Strømgaard K..  (2002)  Solid-phase synthesis of polyamine toxin analogues: potent and selective antagonists of Ca2+-permeable AMPA receptors.,  45  (26): [PMID:12477358] [10.1021/jm020314s]

Source

Source(1):

• Scientific Literature