Benzoic acid (1S,2S,5S,6S,7R,8S,9R,12R)-5-acetoxy-12-(2-chloro-acetoxy)-2-hydroxy-2,6,10,10-tetramethyl-8-[(E)-(3-phenyl-acryloyl)oxy]-11-oxa-tricyclo[7.2.1.0(1,6)]dodec-7-yl ester

ID: ALA3774634

Chembl Id: CHEMBL3774634

PubChem CID: 127031139

Max Phase: Preclinical

Molecular Formula: C35H39ClO10

Molecular Weight: 655.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CC[C@](C)(O)[C@]23OC(C)(C)[C@H]([C@H](OC(=O)/C=C/c4ccccc4)[C@H](OC(=O)c4ccccc4)[C@]12C)[C@H]3OC(=O)CCl

Standard InChI:  InChI=1S/C35H39ClO10/c1-21(37)42-24-18-19-33(4,41)35-29(44-26(39)20-36)27(32(2,3)46-35)28(43-25(38)17-16-22-12-8-6-9-13-22)30(34(24,35)5)45-31(40)23-14-10-7-11-15-23/h6-17,24,27-30,41H,18-20H2,1-5H3/b17-16+/t24-,27+,28-,29+,30-,33-,34-,35-/m0/s1

Standard InChI Key:  VTXBAJGBSLUGMQ-RXHFISHZSA-N

Alternative Forms

1. Parent:

   

   ALA3774634

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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: 655.14

Molecular Weight (Monoisotopic): 654.2232

AlogP: 4.65

#Rotatable Bonds: 8

Polar Surface Area: 134.66

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.76

CX Basic pKa:

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.19

Np Likeness Score: 2.08

References

1. Callies O, Sánchez-Cañete MP, Gamarro F, Jiménez IA, Castanys S, Bazzocchi IL..  (2016)  Optimization by Molecular Fine Tuning of Dihydro-β-agarofuran Sesquiterpenoids as Reversers of P-Glycoprotein-Mediated Multidrug Resistance.,  59  (5): [PMID:26836364] [10.1021/acs.jmedchem.5b01429]

Source

Source(1):

• Scientific Literature