ID: ALA452486

Max Phase: Preclinical

Molecular Formula: C29H37NO5

Molecular Weight: 479.62

Molecule Type: Small molecule

Representations

Synonyms (1): Cytochalasin F
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@H]1C/C=C/[C@H]2[C@@H]3O[C@]3(C)[C@@H](C)[C@H]3[C@H](Cc4ccccc4)NC(=O)[C@]32OC(=O)/C=C/[C@@H](O)CCC1

Standard InChI:  InChI=1S/C29H37NO5/c1-18-9-7-13-21(31)15-16-24(32)34-29-22(14-8-10-18)26-28(3,35-26)19(2)25(29)23(30-27(29)33)17-20-11-5-4-6-12-20/h4-6,8,11-12,14-16,18-19,21-23,25-26,31H,7,9-10,13,17H2,1-3H3,(H,30,33)/b14-8+,16-15+/t18-,19+,21+,22+,23+,25+,26+,28-,29-/m1/s1

Standard InChI Key:  CXWYFIYZAZBQGQ-IDLUQWPUSA-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: 479.62

Molecular Weight (Monoisotopic): 479.2672

AlogP: 3.73

#Rotatable Bonds: 2

Polar Surface Area: 88.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.12

CX Basic pKa:

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: 2.80

References

1. Konig GM, Wright AD, Aust HJ, Draeger S, Schulz B..  (1999)  Geniculol, a new biologically active diterpene from the endophytic fungus geniculosporium sp.1,  62  (1): [PMID:9917307] [10.1021/np9802670]

2. Cimmino A, Andolfi A, Berestetskiy A, Evidente A..  (2008)  Production of phytotoxins by Phoma exigua var. exigua, a potential mycoherbicide against perennial thistles.,  56  (15): [PMID:18598037] [10.1021/jf8004178]

Source

Source(1):

• Scientific Literature