threo-(5S,11S)-methyl 11-benzyl-8-(hydroxy(phenyl)methyl)-5-isobutyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oate

ID: ALA2407378

PubChem CID: 73347531

Max Phase: Preclinical

Molecular Formula: C33H39N3O7

Molecular Weight: 589.69

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](NC(=O)[C@H](CC(C)C)NC(=O)OCc1ccccc1)[C@@H](O)c1ccccc1

Standard InChI:  InChI=1S/C33H39N3O7/c1-22(2)19-26(35-33(41)43-21-24-15-9-5-10-16-24)30(38)36-28(29(37)25-17-11-6-12-18-25)31(39)34-27(32(40)42-3)20-23-13-7-4-8-14-23/h4-18,22,26-29,37H,19-21H2,1-3H3,(H,34,39)(H,35,41)(H,36,38)/t26-,27-,28+,29-/m0/s1

Standard InChI Key:  CJPYWUBTBSVCNB-FKWFRFQNSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2407378

   Cbz-Leu-D-Phe(bS-OH)-Phe-OMe

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 589.69

Molecular Weight (Monoisotopic): 589.2788

AlogP: 3.45

#Rotatable Bonds: 14

Polar Surface Area: 143.06

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.78

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: 0.11

References

1. Mostardeiro MA, Ilha V, Dahmer J, Caro MS, Dalcol II, da Silva UF, Morel AF..  (2013)  Cyclopeptide alkaloids: stereochemistry and synthesis of the precursors of discarines C and D and myrianthine A.,  76  (7): [PMID:23819826] [10.1021/np400313w]

Source

Source(1):

• Scientific Literature