erythro-(S)-Methyl-2-((2S,3S)-2-((S)-2-(dimethylamino)-4-methylpentanamido)-3-(4-formylphenoxy)-3-phenylpropanamido)-3-phenylpropanoate

ID: ALA2407370

PubChem CID: 71745904

Max Phase: Preclinical

Molecular Formula: C34H41N3O6

Molecular Weight: 587.72

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C)[C@@H](Oc1ccc(C=O)cc1)c1ccccc1

Standard InChI:  InChI=1S/C34H41N3O6/c1-23(2)20-29(37(3)4)32(39)36-30(33(40)35-28(34(41)42-5)21-24-12-8-6-9-13-24)31(26-14-10-7-11-15-26)43-27-18-16-25(22-38)17-19-27/h6-19,22-23,28-31H,20-21H2,1-5H3,(H,35,40)(H,36,39)/t28-,29-,30-,31-/m0/s1

Standard InChI Key:  SSCUAVFHTLAVLS-ORYMTKCHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2407370

   methyl (2S)-2-[[(2S,3S)-2-[[(2S)-2-(dimethylamino)-4-methylpentanoyl]amino]-3-(4-formylphenoxy)-3-phenylpropanoyl]amino]-3-phenylpropanoate

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: 587.72

Molecular Weight (Monoisotopic): 587.2995

AlogP: 3.98

#Rotatable Bonds: 15

Polar Surface Area: 114.04

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.79

CX Basic pKa: 7.80

CX LogP: 5.00

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.20

Np Likeness Score: 0.35

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