Lanicepine B

ID: ALA5199324

PubChem CID: 168290942

Max Phase: Preclinical

Molecular Formula: C24H34N2O8

Molecular Weight: 478.54

Names and Identifiers

Canonical SMILES:  C=C1[C@@H]2[C@H]3OC(=O)[C@@H](CNC(=O)[C@H](CO)CN4CCC[C@H]4C(=O)O)[C@@H]3[C@@H](O)CC(=C)[C@@H]2C[C@@H]1O

Standard InChI:  InChI=1S/C24H34N2O8/c1-11-6-18(29)20-15(24(33)34-21(20)19-12(2)17(28)7-14(11)19)8-25-22(30)13(10-27)9-26-5-3-4-16(26)23(31)32/h13-21,27-29H,1-10H2,(H,25,30)(H,31,32)/t13-,14-,15-,16-,17-,18-,19-,20+,21+/m0/s1

Standard InChI Key:  LKFXNIWGCIAKCM-MWSNVTOISA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5199324

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 478.54

Molecular Weight (Monoisotopic): 478.2315

AlogP: -0.71

#Rotatable Bonds: 7

Polar Surface Area: 156.63

Molecular Species: ZWITTERION

HBA: 8

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.41

CX Basic pKa: 10.01

CX LogP: -4.46

CX LogD: -4.46

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: 1.81

References

1. Tanaka N, Yoshino Y, Nakano F, Kurimoto SI, Kawazoe K, Tsuji D, Itoh K, Li SL, Sun HD, Takaishi Y, Kashiwada Y..  (2022)  Lanicepines A and B, Sesquiterpenes with Amino Acid-Derived Substituents from the Flowering Aerial Parts of Saussurea laniceps.,  85  (4.0): [PMID:35179378] [10.1021/acs.jnatprod.1c01069]

Source

Source(1):

• Scientific Literature