Nothospondin

ID: ALA1807644

Chembl Id: CHEMBL1807644

PubChem CID: 53363123

Max Phase: Preclinical

Molecular Formula: C21H28O7

Molecular Weight: 392.45

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Nothospondin | CHEMBL1807644|NOTHOSPONDIN|BDBM50349193

Canonical SMILES:  COC1=C(C)[C@@H]2CC(=O)O[C@@H]3C[C@H]4[C@H](C)[C@@H](O)[C@H](O)C(=O)[C@]4(C)[C@@H](C1=O)[C@@]32C

Standard InChI:  InChI=1S/C21H28O7/c1-8-10-6-12-20(3)11(7-13(22)28-12)9(2)17(27-5)16(25)18(20)21(10,4)19(26)15(24)14(8)23/h8,10-12,14-15,18,23-24H,6-7H2,1-5H3/t8-,10-,11-,12+,14+,15-,18-,20+,21-/m0/s1

Standard InChI Key:  CWVPFDLFQUVWQC-ZUEPXWORSA-N

Alternative Forms

1. Parent:

   

   ALA1807644

   NOTHOSPONDIN

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: 392.45

Molecular Weight (Monoisotopic): 392.1835

AlogP: 1.01

#Rotatable Bonds: 1

Polar Surface Area: 110.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.40

CX Basic pKa: ┄

CX LogP: 0.78

CX LogD: 0.78

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: 2.92

References

1. Diyabalanage T, Ratnayake R, Wilson JA, Henrich CJ, Beutler JA, Colburn NH, McMahon JB, Gustafson KR..  (2011)  Nothospondin, a new AP-1 inhibitory quassinoid from the Cameroonian plant Nothospondias staudtii.,  21  (15): [PMID:21733691] [10.1016/j.bmcl.2011.06.044]

2. Ye N, Ding Y, Wild C, Shen Q, Zhou J..  (2014)  Small molecule inhibitors targeting activator protein 1 (AP-1).,  57  (16): [PMID:24831826] [10.1021/jm5004733]

Source

Source(1):

• Scientific Literature