ID: ALA604730

Max Phase: Preclinical

Molecular Formula: C26H40ClN5

Molecular Weight: 422.64

Molecule Type: Small molecule

Representations

Synonyms (1): Agelasine D
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1CC[C@@H]2C(C)(C)CCC[C@@]2(C)[C@@H]1CC/C(C)=C/Cn1c[n+](C)c2ncnc(N)c21.[Cl-]

Standard InChI:  InChI=1S/C26H40N5.ClH/c1-18(12-15-31-17-30(6)24-22(31)23(27)28-16-29-24)8-10-20-19(2)9-11-21-25(3,4)13-7-14-26(20,21)5;/h12,16-17,20-21H,2,7-11,13-15H2,1,3-6H3,(H2,27,28,29);1H/q+1;/p-1/b18-12+;/t20-,21-,26+;/m1./s1

Standard InChI Key:  VKMLEXNPDUMVEC-ZHZNLTMTSA-M

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: 422.64

Molecular Weight (Monoisotopic): 422.3278

AlogP: 5.36

#Rotatable Bonds: 5

Polar Surface Area: 60.61

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: 2.66

References

1. Hertiani T, Edrada-Ebel R, Ortlepp S, van Soest RW, de Voogd NJ, Wray V, Hentschel U, Kozytska S, Müller WE, Proksch P..  (2010)  From anti-fouling to biofilm inhibition: new cytotoxic secondary metabolites from two Indonesian Agelas sponges.,  18  (3): [PMID:20061160] [10.1016/j.bmc.2009.12.028]

2. Aly AH, Debbab A, Clements C, Edrada-Ebel R, Orlikova B, Diederich M, Wray V, Lin W, Proksch P..  (2011)  NF kappa B inhibitors and antitrypanosomal metabolites from endophytic fungus Penicillium sp. isolated from Limonium tubiflorum.,  19  (1): [PMID:21146414] [10.1016/j.bmc.2010.11.012]

3. Abdjul DB, Yamazaki H, Kanno S, Takahashi O, Kirikoshi R, Ukai K, Namikoshi M..  (2015)  Structures and Biological Evaluations of Agelasines Isolated from the Okinawan Marine Sponge Agelas nakamurai.,  78  (6): [PMID:26083682] [10.1021/acs.jnatprod.5b00375]

Source

Source(1):

• Scientific Literature