Cyclopiamine D

ID: ALA4277237

Chembl Id: CHEMBL4277237

PubChem CID: 139589925

Max Phase: Preclinical

Molecular Formula: C25H29N3O7

Molecular Weight: 483.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@@H](O)C(=O)c2c(O)ccc3c2N1C(=O)[C@@]31C[C@]2([N+](=O)[O-])CN3C[C@@H]4O[C@@H]4[C@@H]3C[C@H]2C1(C)C

Standard InChI:  InChI=1S/C25H29N3O7/c1-22(2)15-7-12-19-14(35-19)8-26(12)10-24(15,28(33)34)9-25(22)11-5-6-13(29)16-17(11)27(21(25)32)23(3,4)20(31)18(16)30/h5-6,12,14-15,19-20,29,31H,7-10H2,1-4H3/t12-,14-,15-,19+,20-,24-,25+/m0/s1

Standard InChI Key:  KLYYTPVONDZODU-GQJZTWBWSA-N

Alternative Forms

1. Parent:

   

   ALA4277237

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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: 483.52

Molecular Weight (Monoisotopic): 483.2006

AlogP: 1.23

#Rotatable Bonds: 1

Polar Surface Area: 136.75

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.32

CX Basic pKa: 5.90

CX LogP: 1.66

CX LogD: 1.59

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.35

Np Likeness Score: 1.72

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