(3S,6R,9S,12R,15S,18R)-3,9,15-Tri-sec-butyl-6,12,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

ID: ALA110040

PubChem CID: 12309475

Max Phase: Preclinical

Molecular Formula: C36H63N3O9

Molecular Weight: 681.91

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C36H63N3O9/c1-16-22(10)25-34(43)46-29(20(6)7)32(41)38(14)27(24(12)18-3)36(45)48-30(21(8)9)33(42)39(15)26(23(11)17-2)35(44)47-28(19(4)5)31(40)37(25)13/h19-30H,16-18H2,1-15H3/t22?,23?,24?,25-,26-,27-,28+,29+,30+/m0/s1

Standard InChI Key:  TWHBYJSVDCWICV-SKCWVCFKSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA110040

   cyclo[D-OVal-N(Me)xiIle-D-OVal-N(Me)xiIle-D-OVal-N(Me)xiIle]

Molecule Features

Natural Product: Yes

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): 681.4564

AlogP: 4.32

#Rotatable Bonds: 9

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: 6.30

CX LogD: 6.30

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.26

Np Likeness Score: 0.62

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