Thapoxepine A

ID: ALA2269308

Chembl Id: CHEMBL2269308

PubChem CID: 76315894

Max Phase: Preclinical

Molecular Formula: C35H36N2O10

Molecular Weight: 644.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc([C@]2(C(=O)O)Oc3cc4c(c(OC)c3C(=O)[C@H](C(=O)N3CCCC3NC(=O)C(C)C)[C@H]2c2ccccc2)OCO4)cc1

Standard InChI:  InChI=1S/C35H36N2O10/c1-19(2)32(39)36-25-11-8-16-37(25)33(40)27-28(20-9-6-5-7-10-20)35(34(41)42,21-12-14-22(43-3)15-13-21)47-23-17-24-30(46-18-45-24)31(44-4)26(23)29(27)38/h5-7,9-10,12-15,17,19,25,27-28H,8,11,16,18H2,1-4H3,(H,36,39)(H,41,42)/t25?,27-,28-,35+/m1/s1

Standard InChI Key:  FMHVIGUSSUUWEI-NZCFYVQDSA-N

Alternative Forms

1. Parent:

   

   ALA2269308

   THAPOXEPINE A

Molecule Features

Natural Product: Yes

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: 644.68

Molecular Weight (Monoisotopic): 644.2370

AlogP: 4.11

#Rotatable Bonds: 8

Polar Surface Area: 149.93

Molecular Species: ACID

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.08

CX Basic pKa: ┄

CX LogP: 4.04

CX LogD: 0.58

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.34

Np Likeness Score: 0.99

References

1. Engelmeier D, Hadacek F, Pacher T, Vajrodaya S, Greger H..  (2000)  Cyclopenta[b]benzofurans from Aglaia species with pronounced antifungal activity against rice blast fungus (Pyricularia grisea).,  48  (4): [PMID:10775404] [10.1021/jf990509h]

Source

Source(1):

• Scientific Literature