(1R,2R,3S,3aR,8bS)-1,8b-dihydroxy-6,8-dimethoxy-3a-(4-methoxyphenyl)-3-phenyl-N-(prop-2-ynyl)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxamide

ID: ALA3752535

Chembl Id: CHEMBL3752535

PubChem CID: 127026015

Max Phase: Preclinical

Molecular Formula: C30H29NO7

Molecular Weight: 515.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCNC(=O)[C@H]1[C@@H](O)[C@@]2(O)c3c(OC)cc(OC)cc3O[C@@]2(c2ccc(OC)cc2)[C@@H]1c1ccccc1

Standard InChI:  InChI=1S/C30H29NO7/c1-5-15-31-28(33)24-25(18-9-7-6-8-10-18)30(19-11-13-20(35-2)14-12-19)29(34,27(24)32)26-22(37-4)16-21(36-3)17-23(26)38-30/h1,6-14,16-17,24-25,27,32,34H,15H2,2-4H3,(H,31,33)/t24-,25-,27-,29+,30+/m1/s1

Standard InChI Key:  JSELENWCSVYKKU-KKPOPCGDSA-N

Alternative Forms

1. Parent:

   

   ALA3752535

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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: 515.56

Molecular Weight (Monoisotopic): 515.1944

AlogP: 2.71

#Rotatable Bonds: 7

Polar Surface Area: 106.48

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.57

CX Basic pKa: ┄

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.42

Np Likeness Score: 1.00

References

1. Chambers JM, Lindqvist LM, Savage GP, Rizzacasa MA..  (2016)  Total synthesis of a biotinylated rocaglate: Selective targeting of the translation factors eIF4AI/II.,  26  (2): [PMID:26718843] [10.1016/j.bmcl.2015.12.045]

Source

Source(1):

• Scientific Literature