GHP-KB-06

ID: ALA373822

Chembl Id: CHEMBL373822

PubChem CID: 16099056

Max Phase: Preclinical

Molecular Formula: C40H59NO8

Molecular Weight: 681.91

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KB07 | CHEMBL373822|KB07

Canonical SMILES:  C[C@H]1[C@@H](CC(CNc2ccccc2)C[C@H]2O[C@@H]3O[C@@]4(C)CC[C@H]5[C@H](C)CC[C@@H]([C@H]2C)[C@@]35OO4)O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C40H59NO8/c1-23-12-14-31-25(3)33(42-35-39(31)29(23)16-18-37(5,44-35)46-48-39)20-27(22-41-28-10-8-7-9-11-28)21-34-26(4)32-15-13-24(2)30-17-19-38(6)45-36(43-34)40(30,32)49-47-38/h7-11,23-27,29-36,41H,12-22H2,1-6H3/t23-,24-,25-,26-,29+,30+,31+,32+,33-,34-,35-,36-,37-,38-,39-,40-/m1/s1

Standard InChI Key:  BRBGUWUGUQZTMQ-FBTODWDMSA-N

Alternative Forms

1. Parent:

   

   ALA373822

   N-[3-[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]-2-[[(1R,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]methyl]propyl]aniline

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: 681.91

Molecular Weight (Monoisotopic): 681.4241

AlogP: 8.00

#Rotatable Bonds: 7

Polar Surface Area: 85.87

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.01

CX LogP: 8.50

CX LogD: 8.49

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.29

Np Likeness Score: 1.39

References

1. Alagbala AA, McRiner AJ, Borstnik K, Labonte T, Chang W, D'Angelo JG, Posner GH, Foster BA..  (2006)  Biological mechanisms of action of novel C-10 non-acetal trioxane dimers in prostate cancer cell lines.,  49  (26): [PMID:17181166] [10.1021/jm060803i]

2. Posner GH, Paik IH, Chang W, Borstnik K, Sinishtaj S, Rosenthal AS, Shapiro TA..  (2007)  Malaria-infected mice are cured by a single dose of novel artemisinin derivatives.,  50  (10): [PMID:17439113] [10.1021/jm070149m]

Source

Source(1):

• Scientific Literature