Apratoxin S9

ID: ALA3234202

Chembl Id: CHEMBL3234202

PubChem CID: 90654562

Max Phase: Preclinical

Molecular Formula: C44H69N5O8S

Molecular Weight: 828.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](C)[C@H]1C(=O)N2CCC[C@H]2C(=O)O[C@H](C(C)(C)C)C[C@@H](C)C[C@H](O)[C@H](C)C2=N[C@H](CCC(=O)N[C@@H](Cc3ccc(OC)cc3)C(=O)N(C)[C@@H](C)C(=O)N1C)CS2

Standard InChI:  InChI=1S/C44H69N5O8S/c1-12-27(3)38-42(54)49-21-13-14-34(49)43(55)57-36(44(6,7)8)23-26(2)22-35(50)28(4)39-45-31(25-58-39)17-20-37(51)46-33(24-30-15-18-32(56-11)19-16-30)41(53)47(9)29(5)40(52)48(38)10/h15-16,18-19,26-29,31,33-36,38,50H,12-14,17,20-25H2,1-11H3,(H,46,51)/t26-,27-,28-,29-,31+,33-,34-,35-,36-,38-/m0/s1

Standard InChI Key:  SHSVXUUTGUMFAP-YUYZBOOHSA-N

Alternative Forms

1. Parent:

   

   ALA3234202

   (2S,3S,5S,7S,10S,16S,19S,22S,27R)-16-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-22-[(4-methoxyphenyl)methyl]-2,5,17,19,20-pentamethyl-8-oxa-29-thia-14,17,20,23,30-pentazatricyclo[25.2.1.010,14]triacont-1(30)-ene-9,15,18,21,24-pentone

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: 828.13

Molecular Weight (Monoisotopic): 827.4867

AlogP: 5.11

#Rotatable Bonds: 5

Polar Surface Area: 158.15

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.47

CX Basic pKa: 4.66

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 1

Heavy Atoms: 58

QED Weighted: 0.39

Np Likeness Score: 1.11

References

1. Chen QY, Liu Y, Cai W, Luesch H..  (2014)  Improved total synthesis and biological evaluation of potent apratoxin S4 based anticancer agents with differential stability and further enhanced activity.,  57  (7): [PMID:24660812] [10.1021/jm4019965]

Source

Source(1):

• Scientific Literature