(3S,6R,9S,12R,15S)-3,9,15-Tri-sec-butyl-4,6,10,12,16-pentamethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

ID: ALA109913

PubChem CID: 44340085

Max Phase: Preclinical

Molecular Formula: C29H49N3O9

Molecular Weight: 583.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(C)[C@H]1C(=O)O[C@H](C)C(=O)N(C)[C@@H](C(C)CC)C(=O)O[C@H](C)C(=O)N(C)[C@@H](C(C)CC)C(=O)OCC(=O)N1C

Standard InChI:  InChI=1S/C29H49N3O9/c1-12-16(4)22-27(36)39-15-21(33)30(9)23(17(5)13-2)28(37)40-20(8)26(35)32(11)24(18(6)14-3)29(38)41-19(7)25(34)31(22)10/h16-20,22-24H,12-15H2,1-11H3/t16?,17?,18?,19-,20-,22+,23+,24+/m1/s1

Standard InChI Key:  WZBLZZNLHLVDAC-WBVCSORSSA-N

Molfile:  

     RDKit          2D

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 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA109913

   cyclo[D-OAla-N(Me)xiIle-D-OAla-N(Me)xiIle-OGly-N(Me)xiIle]

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: 583.72

Molecular Weight (Monoisotopic): 583.3469

AlogP: 2.03

#Rotatable Bonds: 6

Polar Surface Area: 139.83

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.34

Np Likeness Score: 0.58

References

1. Jeschke P, Benet-Buchholz J, Harder A, Etzel W, Schindler M, Thielking G..  (2003)  Synthesis and anthelmintic activity of cyclohexadepsipeptides with (S,S,S,R,S,R)-configuration.,  13  (19): [PMID:12951110] [10.1016/s0960-894x(03)00688-7]

Source

Source(1):

• Scientific Literature