Cytochalasin Z5

ID: ALA512971

PubChem CID: 21574192

Max Phase: Preclinical

Molecular Formula: C29H37NO6

Molecular Weight: 495.62

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Cytochalasin Z5 | Cytochalasin Z5|(1S,4E,6R,10R,12E,14S,15S,17S,18S,19S)-6,15-dihydroxy-19-[(4-hydroxyphenyl)methyl]-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicosa-4,12-diene-3,21-dione|CHEMBL512971|CHEBI:222379

Canonical SMILES:  C=C1[C@@H](C)[C@H]2[C@H](Cc3ccc(O)cc3)NC(=O)[C@]23OC(=O)/C=C/[C@H](O)CCC[C@@H](C)C/C=C/[C@H]3[C@@H]1O

Standard InChI:  InChI=1S/C29H37NO6/c1-17-6-4-8-21(31)14-15-25(33)36-29-23(9-5-7-17)27(34)19(3)18(2)26(29)24(30-28(29)35)16-20-10-12-22(32)13-11-20/h5,9-15,17-18,21,23-24,26-27,31-32,34H,3-4,6-8,16H2,1-2H3,(H,30,35)/b9-5+,15-14+/t17-,18-,21-,23+,24+,26+,27-,29-/m1/s1

Standard InChI Key:  AJMKPZXRIKVSAQ-LFOGIAMQSA-N

Molfile:  

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 36 38  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA512971

   CYTOCHALASIN Z5

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: 495.62

Molecular Weight (Monoisotopic): 495.2621

AlogP: 3.20

#Rotatable Bonds: 2

Polar Surface Area: 116.09

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 3.78

CX LogD: 3.78

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: 2.77

References

1. Evidente A, Andolfi A, Vurro M, Zonno MC, Motta A..  (2003)  Cytochalasins Z4, Z5, and Z6, three new 24-Oxa[14]cytochalasans produced by Phoma exigua var. heteromorpha.,  66  (12): [PMID:14695792] [10.1021/np030252o]

Source

Source(1):

• Scientific Literature