2-Iodo-N-[(5S,5aS,8aR,9R)-8-oxo-9-(3,4,5-trimethoxy-phenyl)-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-benzamide

ID: ALA2270929

Chembl Id: CHEMBL2270929

PubChem CID: 45033641

Max Phase: Preclinical

Molecular Formula: C29H26INO8

Molecular Weight: 643.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@@H]2c3cc4c(cc3[C@@H](NC(=O)c3ccccc3I)[C@H]3COC(=O)[C@H]23)OCO4)cc(OC)c1OC

Standard InChI:  InChI=1S/C29H26INO8/c1-34-22-8-14(9-23(35-2)27(22)36-3)24-16-10-20-21(39-13-38-20)11-17(16)26(18-12-37-29(33)25(18)24)31-28(32)15-6-4-5-7-19(15)30/h4-11,18,24-26H,12-13H2,1-3H3,(H,31,32)/t18-,24+,25-,26+/m0/s1

Standard InChI Key:  YKEABKMMVKQLOD-YSQWDHOWSA-N

Alternative Forms

1. Parent:

   

   ALA2270929

   N-[(5S,5aS,8aR,9R)-8-oxo-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-5-yl]-2-iodobenzamide

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: 643.43

Molecular Weight (Monoisotopic): 643.0703

AlogP: 4.45

#Rotatable Bonds: 6

Polar Surface Area: 101.55

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.86

CX Basic pKa:

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: 0.59

References

1. Xu H, Zhang X, Tian X, Lu M, Wang YG..  (2002)  Synthesis and insecticidal activity of novel 4beta-halogenated benzoylamino podophyllotoxins against Pieris rapae Linnaeus.,  50  (3): [PMID:11911206] [10.1248/cpb.50.399]

Source

Source(1):

• Scientific Literature