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

ID: ALA418846

PubChem CID: 44340250

Max Phase: Preclinical

Molecular Formula: C33H57N3O9

Molecular Weight: 639.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCC[C@H]1OC(=O)[C@H](C(C)CC)N(C)C(=O)[C@@H](C)OC(=O)[C@H](C(C)CC)N(C)C(=O)[C@@H](C)OC(=O)[C@H](C(C)CC)N(C)C1=O

Standard InChI:  InChI=1S/C33H57N3O9/c1-13-17-18-24-30(39)36(12)26(20(6)15-3)32(41)44-22(8)28(37)34(10)25(19(5)14-2)31(40)43-23(9)29(38)35(11)27(21(7)16-4)33(42)45-24/h19-27H,13-18H2,1-12H3/t19?,20?,21?,22-,23-,24-,25+,26+,27+/m1/s1

Standard InChI Key:  UKAHRQGFRXYVFH-QPNFFUQLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA418846

   cyclo[D-OAla-N(Me)xiIle-D-OAla-N(Me)xiIle-D-ONle-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: 639.83

Molecular Weight (Monoisotopic): 639.4095

AlogP: 3.58

#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: 5.05

CX LogD: 5.05

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.27

Np Likeness Score: 0.75

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