ID: ALA2071362

Max Phase: Preclinical

Molecular Formula: C26H37N3O2

Molecular Weight: 423.60

Molecule Type: Small molecule

Representations

Synonyms (1): Fischerellin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCC#CC#C/C=C/CC(C)C[C@@H]1C[C@H](C)/C(=C2/C(=O)C(C)N(C)C2=O)N1N

Standard InChI:  InChI=1S/C26H37N3O2/c1-6-7-8-9-10-11-12-13-14-15-16-19(2)17-22-18-20(3)24(29(22)27)23-25(30)21(4)28(5)26(23)31/h14-15,19-22H,6-9,16-18,27H2,1-5H3/b15-14+,24-23+/t19?,20-,21?,22+/m0/s1

Standard InChI Key:  ZUKZUVCEHJTXBB-UYKZWLSQSA-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: 423.60

Molecular Weight (Monoisotopic): 423.2886

AlogP: 3.81

#Rotatable Bonds: 7

Polar Surface Area: 66.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.84

CX Basic pKa: 4.96

CX LogP: 4.74

CX LogD: 4.74

Aromatic Rings: 0

Heavy Atoms: 31

QED Weighted: 0.22

Np Likeness Score: 1.52

References

1. Kim H, Lantvit D, Hwang CH, Kroll DJ, Swanson SM, Franzblau SG, Orjala J..  (2012)  Indole alkaloids from two cultured cyanobacteria, Westiellopsis sp. and Fischerella muscicola.,  20  (17): [PMID:22863526] [10.1016/j.bmc.2012.06.030]

2. Zhao H, Cui Z, Gu Y, Liu Y, Wang Q..  (2011)  The phytotoxicity of natural tetramic acid derivatives.,  67  (9): [PMID:21656897] [10.1002/ps.2210]

Source

Source(1):

• Scientific Literature