(S)-1-((4E,6E)-(2S,3S,8S,9S)-3-Acetylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoyl)-pyrrolidine-2-carboxylic acid methyl ester

ID: ALA99251

Chembl Id: CHEMBL99251

PubChem CID: 44330154

Max Phase: Preclinical

Molecular Formula: C28H40N2O5

Molecular Weight: 484.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1CCCN1C(=O)[C@@H](C)[C@H](/C=C/C(C)=C/[C@H](C)[C@H](Cc1ccccc1)OC)NC(C)=O

Standard InChI:  InChI=1S/C28H40N2O5/c1-19(17-20(2)26(34-5)18-23-11-8-7-9-12-23)14-15-24(29-22(4)31)21(3)27(32)30-16-10-13-25(30)28(33)35-6/h7-9,11-12,14-15,17,20-21,24-26H,10,13,16,18H2,1-6H3,(H,29,31)/b15-14+,19-17+/t20-,21-,24-,25-,26-/m0/s1

Standard InChI Key:  RDLNLWFRLNSNIR-CVTZZJHUSA-N

Alternative Forms

1. Parent:

   

   ALA99251

   (S)-1-((4E,6E)-(2S,3S,8S,9S)-3-Acetylamino-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoyl)-pyrrolidine-2-carboxylic acid methyl ester

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: 484.64

Molecular Weight (Monoisotopic): 484.2937

AlogP: 3.69

#Rotatable Bonds: 11

Polar Surface Area: 84.94

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: 0.63

References

1. Gulledge BM, Aggen JB, Eng H, Sweimeh K, Chamberlin AR..  (2003)  Microcystin analogues comprised only of Adda and a single additional amino acid retain moderate activity as PP1/PP2A inhibitors.,  13  (17): [PMID:14611855] [10.1016/s0960-894x(03)00588-2]

Source

Source(1):

• Scientific Literature