Cyclopiamine C

ID: ALA4285195

Chembl Id: CHEMBL4285195

PubChem CID: 139589924

Max Phase: Preclinical

Molecular Formula: C26H31N3O7

Molecular Weight: 497.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c3c1C(=O)[C@H](O)C(C)(C)N3C(=O)[C@@]21C[C@]2([N+](=O)[O-])CN3C[C@@H]4O[C@@H]4[C@@H]3C[C@H]2C1(C)C

Standard InChI:  InChI=1S/C26H31N3O7/c1-23(2)16-8-13-20-15(36-20)9-27(13)11-25(16,29(33)34)10-26(23)12-6-7-14(35-5)17-18(12)28(22(26)32)24(3,4)21(31)19(17)30/h6-7,13,15-16,20-21,31H,8-11H2,1-5H3/t13-,15-,16-,20+,21-,25-,26+/m0/s1

Standard InChI Key:  UBDBRUHHZHYABF-QWCGQIBYSA-N

Alternative Forms

1. Parent:

   

   ALA4285195

   ---

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: 497.55

Molecular Weight (Monoisotopic): 497.2162

AlogP: 1.53

#Rotatable Bonds: 2

Polar Surface Area: 125.75

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.46

CX Basic pKa: 5.90

CX LogP: 1.15

CX LogD: 1.14

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.37

Np Likeness Score: 1.57

References

1. Kildgaard S, de Medeiros LS, Phillips E, Gotfredsen CH, Frisvad JC, Nielsen KF, Abreu LM, Larsen TO..  (2018)  Cyclopiamines C and D: Epoxide Spiroindolinone Alkaloids from Penicillium sp. CML 3020.,  81  (4): [PMID:29488766] [10.1021/acs.jnatprod.7b00825]

Source

Source(1):

• Scientific Literature