erythro-(S)-Methyl-2-((2S,3S)-3-(4-formylphenoxy)-2-((S)-4-isobutyl-3-methyl-5-oxoimidazolidin-1-yl)-3-phenylpropanamido)-3-phenylpropanoate

ID: ALA2407376

PubChem CID: 71746075

Max Phase: Preclinical

Molecular Formula: C34H39N3O6

Molecular Weight: 585.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H]([C@@H](Oc1ccc(C=O)cc1)c1ccccc1)N1CN(C)[C@@H](CC(C)C)C1=O

Standard InChI:  InChI=1S/C34H39N3O6/c1-23(2)19-29-33(40)37(22-36(29)3)30(32(39)35-28(34(41)42-4)20-24-11-7-5-8-12-24)31(26-13-9-6-10-14-26)43-27-17-15-25(21-38)16-18-27/h5-18,21,23,28-31H,19-20,22H2,1-4H3,(H,35,39)/t28-,29-,30-,31-/m0/s1

Standard InChI Key:  XJLITHYHBWDOJM-ORYMTKCHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2407376

   methyl (2S)-2-[[(2S,3S)-3-(4-formylphenoxy)-2-[(4S)-3-methyl-4-(2-methylpropyl)-5-oxoimidazolidin-1-yl]-3-phenylpropanoyl]amino]-3-phenylpropanoate

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: 585.70

Molecular Weight (Monoisotopic): 585.2839

AlogP: 4.03

#Rotatable Bonds: 13

Polar Surface Area: 105.25

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.10

CX Basic pKa: 3.95

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.24

Np Likeness Score: 0.58

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