8-acetylheterophyllisine

ID: ALA464322

PubChem CID: 44566628

Max Phase: Preclinical

Molecular Formula: C24H35NO5

Molecular Weight: 417.55

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 8-Acetylheterophyllisine | 8-acetylheterophyllisine|CHEMBL464322

Canonical SMILES:  CCN1C[C@]2(C)CC[C@H](OC)[C@@]34[C@@H]5C[C@@H]6CC[C@](OC(C)=O)([C@@H](C[C@H]23)[C@@H]14)[C@H]5C(=O)O6

Standard InChI:  InChI=1S/C24H35NO5/c1-5-25-12-22(3)8-7-18(28-4)24-15-10-14-6-9-23(30-13(2)26,19(15)21(27)29-14)16(20(24)25)11-17(22)24/h14-20H,5-12H2,1-4H3/t14-,15+,16-,17+,18-,19+,20+,22-,23-,24+/m0/s1

Standard InChI Key:  IYIKMJOMHPPBMO-VVUWITMBSA-N

Molfile:  

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    1.3098  -17.3456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
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 11 36  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA464322

   8-Acetylheterophyllisine

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: 417.55

Molecular Weight (Monoisotopic): 417.2515

AlogP: 2.79

#Rotatable Bonds: 3

Polar Surface Area: 65.07

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.41

CX LogP: 1.76

CX LogD: -1.13

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: 3.40

References

1. Atta-ur-Rahman, Nasreen A, Akhtar F, Shekhani MS, Clardy J, Parvez M, Choudhary MI..  (1997)  Antifungal diterpenoid alkaloids from Delphinium denudatum.,  60  (5): [PMID:9170290] [10.1021/np960663n]

Source

Source(1):

• Scientific Literature